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  1. Jenkins
  2. JENKINS-31453

Unable to send email with office365

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    • Icon: Bug Bug
    • Resolution: Not A Defect
    • Icon: Minor Minor
    • mailer-plugin
    • None

      I cannot send email with office365.

      I've tried with windows and linux, and changing different parameters:

      SMTP Server: smtp.office365.com
Default user e-mail suffix: @example.org
Use SMTP Authentication: True
username: whatever@example.org
password: whatever
Use SSL: True
SMTP Port: 587
Reply-To Address: whatever@example.org
Charset: UTF-8

      (I've tested with "Use SSL: No" too)

      And it doesn't work.

      I'm using the same configuration with other tools and it works, so the connection data should work.

      The error is:

      Failed to send out e-mail

javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
  nested exception is:
	java.net.SocketException: Permission denied: connect

	at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

	at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

	at javax.mail.Service.connect(Service.java:317)

	at javax.mail.Service.connect(Service.java:176)

	at javax.mail.Service.connect(Service.java:125)

	at javax.mail.Transport.send0(Transport.java:194)

	at javax.mail.Transport.send(Transport.java:124)

	at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

	at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

	at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

	at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

	at java.lang.reflect.Method.invoke(Unknown Source)

	at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

	at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

	at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

	at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

	at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

	at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

	at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

	at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

	at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

	at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

	at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

	at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

	at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

	at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

	at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

	at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

	at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

	at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

	at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

	at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

	at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

	at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

	at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

	at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

	at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

	at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

	at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

	at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

	at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

	at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

	at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

	at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

	at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

	at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

	at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

	at org.eclipse.jetty.server.Server.handle(Server.java:370)

	at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

	at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

	at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

	at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

	at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

	at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

	at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

	at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

	at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

	at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

	at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

	at java.lang.Thread.run(Unknown Source)

Caused by: java.net.SocketException: Permission denied: connect

	at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

	at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

	at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

	at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

	at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

	at java.net.PlainSocketImpl.connect(Unknown Source)

	at java.net.SocksSocketImpl.connect(Unknown Source)

	at java.net.Socket.connect(Unknown Source)

	at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

	at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

	at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

	at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

	... 65 more

      I've launched java VM with options -Dmail.smtp.starttls.enable=true -jar, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:

      java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001

      In addition, I've tried with:

      I think the problem may be related with TLS, because it should be set explicitely. Gmail, for example, allows it implicitely.

          [JENKINS-31453] Unable to send email with office365

          Miguel Ángel García created issue -
          Miguel Ángel García made changes -
          Description Original: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile           		New: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile

          I think the problem may be related with TLS, because it should be set explicitely(https://support.office.com/en-us/article/Outlook-settings-for-POP-and-IMAP-access-for-Office-365-for-business-or-Microsoft-Exchange-accounts-7fc677eb-2491-4cbc-8153-8e7113525f6c?ui=en-US&rs=en-US&ad=US#__toc383167843). Gmail allows it implicitely.
          Miguel Ángel García made changes -
          Description Original: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile

          I think the problem may be related with TLS, because it should be set explicitely(https://support.office.com/en-us/article/Outlook-settings-for-POP-and-IMAP-access-for-Office-365-for-business-or-Microsoft-Exchange-accounts-7fc677eb-2491-4cbc-8153-8e7113525f6c?ui=en-US&rs=en-US&ad=US#__toc383167843). Gmail allows it implicitely.           		New: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile

          I think the problem may be related with TLS, because [it should be set explicitely|https://support.office.com/en-us/article/Outlook-settings-for-POP-and-IMAP-access-for-Office-365-for-business-or-Microsoft-Exchange-accounts-7fc677eb-2491-4cbc-8153-8e7113525f6c?ui=en-US&rs=en-US&ad=US#__toc383167843]. Gmail allows it implicitely.
          Miguel Ángel García made changes -
          Description Original: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile

          I think the problem may be related with TLS, because [it should be set explicitely|https://support.office.com/en-us/article/Outlook-settings-for-POP-and-IMAP-access-for-Office-365-for-business-or-Microsoft-Exchange-accounts-7fc677eb-2491-4cbc-8153-8e7113525f6c?ui=en-US&rs=en-US&ad=US#__toc383167843]. Gmail allows it implicitely.           		New: I cannot send email with office365.

          I've tried with windows and linux, and changing different parameters:
          {code}
          SMTP Server: smtp.office365.com
          Default user e-mail suffix: @example.org
          Use SMTP Authentication: True
          username: whatever@example.org
          password: whatever
          Use SSL: True
          SMTP Port: 587
          Reply-To Address: whatever@example.org
          Charset: UTF-8
          {code}

          (I've tested with "Use SSL: No" too)

          And it doesn't work.

          I'm using the same configuration with other tools and it works, so the connection data should work.

          The error is:
          {code}
          Failed to send out e-mail

          javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587;
            nested exception is:
          java.net.SocketException: Permission denied: connect

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)

          at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)

          at javax.mail.Service.connect(Service.java:317)

          at javax.mail.Service.connect(Service.java:176)

          at javax.mail.Service.connect(Service.java:125)

          at javax.mail.Transport.send0(Transport.java:194)

          at javax.mail.Transport.send(Transport.java:124)

          at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:566)

          at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)

          at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)

          at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)

          at java.lang.reflect.Method.invoke(Unknown Source)

          at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)

          at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)

          at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)

          at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)

          at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)

          at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)

          at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)

          at org.kohsuke.stapler.Stapler.service(Stapler.java:238)

          at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)

          at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)

          at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132)

          at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:123)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)

          at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)

          at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)

          at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)

          at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)

          at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)

          at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)

          at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)

          at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)

          at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)

          at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)

          at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)

          at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)

          at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)

          at org.eclipse.jetty.server.Server.handle(Server.java:370)

          at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)

          at org.eclipse.jetty.server.AbstractHttpConnection.content(AbstractHttpConnection.java:960)

          at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.content(AbstractHttpConnection.java:1021)

          at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:865)

          at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:240)

          at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)

          at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)

          at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)

          at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

          at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

          at java.lang.Thread.run(Unknown Source)

          Caused by: java.net.SocketException: Permission denied: connect

          at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)

          at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)

          at java.net.AbstractPlainSocketImpl.connect(Unknown Source)

          at java.net.PlainSocketImpl.connect(Unknown Source)

          at java.net.SocksSocketImpl.connect(Unknown Source)

          at java.net.Socket.connect(Unknown Source)

          at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)

          at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:286)

          at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:205)

          at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)

          ... 65 more
          {code}

          I've launched java VM with options {{-Dmail.smtp.starttls.enable=true -jar}}, following advises here: http://stackoverflow.com/questions/20188456/how-to-change-the-security-type-from-ssl-to-tls-in-jenkins, bit it didn't work:
          {code}
          java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -Dmail.smtp.starttls.enable=true -jar jenkins.war --httpPort=9001
          {code}

          In addition, I've tried with:
          - Jenkins 1.635 and mailer 1.16 on Windows with Java 1.8.0.45
          - Jenkins 1.625.1 and mailer 1.16 on Linux Docker, as defined here: https://github.com/jenkinsci/docker/blob/master/Dockerfile

          I think the problem may be related with TLS, because [it should be set explicitely|https://support.office.com/en-us/article/Outlook-settings-for-POP-and-IMAP-access-for-Office-365-for-business-or-Microsoft-Exchange-accounts-7fc677eb-2491-4cbc-8153-8e7113525f6c?ui=en-US&rs=en-US&ad=US#__toc383167843]. Gmail, for example, allows it implicitely.
          Daniel Beck made changes -
          Resolution New: Not A Defect [ 7 ]
          Status Original: Open [ 1 ] New: Resolved [ 5 ]
          R. Tyler Croy made changes -
          Workflow Original: JNJira [ 166822 ] New: JNJira + In-Review [ 198053 ]

            Unassigned Unassigned
            magmax Miguel Ángel García
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              Created:
              Updated:
              Resolved: