кппкяып япвквкп via "Bug reports for GNU Emacs, the Swiss army knife of
text editors" <bug-gnu-emacs@gnu.org> writes:

Hi,

> In GNU Emacs 30.0.50 on Arch Linux, I encountered a permission issue
> when trying to delete a file with elevated privileges using `eshell/rm`
> in combination with `delete-by-moving-to-trash` enabled. This suggests
> that the deletion process is not fully "TRAMP aware."
>  
> Steps to reproduce:
>  
> 1. emacs -Q
> 2. ~ $ (setq delete-by-moving-to-trash t)
> t
> 3. ~ $ (require 'em-tramp)
> em-tramp
> 4. ~ $ eshell/sudo touch /etc/bugtestfile
> 5. ~ $ eshell/sudo rm /etc/bugtestfile
> Cannot move /etc/bugtestfile to trash: Permission denied
>  
>  
> Expected behavior:
>  
> I expect emacs to handle this situation by using
> /root/.local/share/Trash
> instead of /home/username/.local/share/Trash.

No. Without special preparation, remote files are moved to the local
trash directory, /home/username/.local/share/Trash this case. See the
Tramp manual (info "(tramp) Frequently Asked Questions")

--8<---------------cut here---------------start------------->8---
   • Where are remote files trashed to?

     Emacs can trash file instead of deleting them, *note Trashing:
     (emacs)Misc File Ops.  Remote files are always trashed to the local
     trash, except the user option
     ‘remote-file-name-inhibit-delete-by-moving-to-trash’ is non-‘nil’,
     or it is a remote encrypted file (*note Keeping files encrypted::),
     which are deleted anyway.
--8<---------------cut here---------------end--------------->8---

However, we could try to configure it. There is the variable
trash-directory, which is nil by default. We cannot give it another
(remote) directory name, because it would be used always. Instead, we
use connection-local variables. In your case, I recommend to set

--8<---------------cut here---------------start------------->8---
(connection-local-set-profile-variables
 'remote-trash-directory
 '((trash-directory . "/sudo::~/.local/share/Trash")))

(connection-local-set-profiles
 `(:application tramp :protocol "sudo" :machine ,system-name)
 'remote-trash-directory)
--8<---------------cut here---------------end--------------->8---

Now we must teach Emacs, that trash-directory should respect
connection-local values. The following patch of files.el does this for
us: