> I want to be clear that in my situation the VPN’s DNS servers are
_not_ marked as domain-restricted.

This is something different then; dropping the upstream bug link. So I'm
afraid this needs a more precise description of how to set this
up/reproduce this, and a debug output of resolved would be helpful:

  sudo systemctl stop sytemd-resolved
  sudo SYSTEMD_LOG_LEVEL=debug /lib/systemd/systemd-resolved

then do the operation that fails, and copy&paste the output here.
Thanks!

** Changed in: systemd
   Importance: Unknown => Undecided

** Changed in: systemd
 Remote watch: github.com/systemd/systemd/issues #3421 => None

** Changed in: systemd (Ubuntu)
       Status: Triaged => Incomplete

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https://bugs.launchpad.net/bugs/1624317

Title:
  systemd-resolved breaks VPN with split-horizon DNS

Status in systemd:
  New
Status in systemd package in Ubuntu:
  Incomplete

Bug description:
  I use a VPN configured with network-manager-openconnect-gnome in which
  a split-horizon DNS setup assigns different addresses to some names
  inside the remote network than the addresses seen for those names from
  outside the remote network.  However, systemd-resolved often decides
  to ignore the VPN’s DNS servers and use the local network’s DNS
  servers to resolve names (whether in the remote domain or not),
  breaking the split-horizon DNS.

  This related bug, reported by Lennart Poettering himself, was closed with the 
current Fedora release at the time reaching EOL:
  https://bugzilla.redhat.com/show_bug.cgi?id=1151544

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