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It seems that sometimes the communication between the editor and the outline is so garbled, that the above behaviour happens. In general, the described functionality works.
One explanation is that parse error occurred, so it was unable to derive the updated tree. It would help if you post more detailed description of the problem with the code (test case).
One reason for the out of sync between the editor and outline view is the change of the tab in the editor pane as I already described in another post: 'Outine view out of sync when switching editor tab'.
As I already described in the thread, the basic functionality works, but due to some bugs the editor and outline become out of sync. I don't know exactly unther which circomstances the out of sync happens, but one is the change of tabs of the editor.
So for me this post is closed.