I can confirm that Nautilus seem to me "missing" the delete key event
sometimes. I have the same issue as OP.
If instead of simply pressing the delete key you hold it down, the file
will be deleted. Holding the key down caused multiple "delete" key
events. This is why my theory is that Nautilus is somehow missing the
first delete key event.
This used to work perfectly fine in Karmic and every other Ubuntu &
Linux distro I've ever used.
** Changed in: nautilus (Ubuntu)
Status: Incomplete => Confirmed
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delete key doesn't do delete files or move to trash
https://bugs.launchpad.net/bugs/538982
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