In Ubuntu 16.04, you could place into /etc/NetworkManager/dispatcher.d
/pre-down.d a script to run something like "killall -s USR1 automount &&
sleep 1". This should help to timeout non-busy automounts before the
network interface goes down.

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https://bugs.launchpad.net/bugs/614731

Title:
  shutdown hangs with wlan autofs/nfs mounted homedirs

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