Terry J. Reedy added the comment:

There is apparently no way to insert widgets in a Treeview -- text only.  See 
for instance 
https://stackoverflow.com/questions/16755176/tkinter-insert-a-combobox-inside-a-treeview-widget.
  I don't know whether clicks on a row can be pinpointed to a specific field 
(to pop up a widget), but it should certainly be possible to detect a right 
click to do the same.  Or put treeview in frame with button with command that 
detect highlighted row.  For your particular problem, I believe Treeview has a 
mode that allows multiple selections, with multiple rows highlighted 
simultaneously.  If not, or in addition, replace proposed boxes with a blank 
column and insert string 'X' to indicate selection and inclusion in 'Install' 
or any other action.

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Python tracker <rep...@bugs.python.org>
<http://bugs.python.org/issue27051>
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