Working with MultiBranch Pipelines under Jenkins 2.42 and 2.47, Artifactory Plugin version 2.7.2 and the uploadSpec below, the resulting path on Artifactory is repo-name/subdir1/subdir2/subdir3/build-output/my-file.binary.

def uploadSpec = """{
  "files": [
    {
     "regexp": "false",
     "flat": "false",
     "pattern": "build-output/*",
     "target": "repo-name/subdir1/subdir2/subdir3/",
    }
  ]
}"""

After upgrading the Artifactory plugin to the latest version (2.9.1), the resulting path on Artifactory changed and is now repo-name/subdir1/subdir2/subdir3/my-file.binary. It looks like the build-output directory is no longer taken into consideration, which breaks the upload pattern for us.