I entered proxy configuration in Jenkins > Manage plugins and successfully tested the configuration.
But I'm not able to do updates, because the proxy authentication does not work.
There were errors checking the update sites: IOException: Unable to tunnel through proxy. Proxy returns "HTTP/1.1 407 authenticationrequired"
The update site URL is working fine in proxy configuration test (see screenshot, Test: Erfolg=Success, Update server: error)
2019-07-19 06:44:27.136+0000 [id=47] INFO hudson.model.AsyncPeriodicWork$1#run: Started Download metadata
2019-07-19 06:44:27.160+0000 [id=47] INFO hudson.util.Retrier#start: Attempt #1 to do the action check updates server
2019-07-19 06:44:27.468+0000 [id=47] INFO hudson.util.Retrier#start: The attempt #1 to do the action check updates server failed with an allowed exception:
java.io.IOException: Unable to tunnel through proxy. Proxy returns "HTTP/1.1 407 authenticationrequired"
at sun.net.www.protocol.http.HttpURLConnection.doTunneling(HttpURLConnection.java:2148)
at sun.net.www.protocol.https.AbstractDelegateHttpsURLConnection.connect(AbstractDelegateHttpsURLConnection.java:183)
at sun.net.www.protocol.http.HttpURLConnection.getInputStream0(HttpURLConnection.java:1570)
at sun.net.www.protocol.http.HttpURLConnection.getInputStream(HttpURLConnection.java:1498)
at sun.net.www.protocol.https.HttpsURLConnectionImpl.getInputStream(HttpsURLConnectionImpl.java:268)
at hudson.model.DownloadService.loadJSON(DownloadService.java:167)
at hudson.model.UpdateSite.updateDirectlyNow(UpdateSite.java:189)
at hudson.PluginManager.checkUpdatesServer(PluginManager.java:1771)
at hudson.util.Retrier.start(Retrier.java:62)
at hudson.PluginManager.doCheckUpdatesServer(PluginManager.java:1742)
at jenkins.model.DownloadSettings$DailyCheck.execute(DownloadSettings.java:130)
at hudson.model.AsyncPeriodicWork$1.run(AsyncPeriodicWork.java:101)
at java.lang.Thread.run(Thread.java:748)
2019-07-19 06:44:27.469+0000 [id=47] INFO hudson.util.Retrier#start: Calling the listener of the allowed exception 'Unable to tunnel through proxy. Proxy returns "HTTP/1.1 407 authenticationrequired"' at the attempt #1 to do the action check updates server
2019-07-19 06:44:27.473+0000 [id=47] INFO hudson.util.Retrier#start: Attempted the action check updates server for 1 time(s) with no success
2019-07-19 06:44:27.477+0000 [id=47] SEVERE hudson.PluginManager#doCheckUpdatesServer: Error checking update sites for 1 attempt(s). Last exception was: IOException: Unable to tunnel through proxy. Proxy returns "HTTP/1.1 407 authenticationrequired"
2019-07-19 06:44:27.483+0000 [id=47] INFO hudson.model.AsyncPeriodicWork$1#run: Finished Download metadata. 345 ms
murphy85 Please attache the response header contents. https://developer.mozilla.org/en-US/docs/Web/HTTP/Headers/Proxy-Authenticate