Public bug reported:

I connect to work with openvpn through network-manager-openvpn.  I'm
selecting automatic (DHCP) to get an IP address, and "Use this
connection only for resources on its network" to support split
tunneling.

In the last few versions of Ubuntu I used, this all worked fine.  In
Ubuntu 17.10 (fresh install, not upgrade) I can access hosts on both my
VPN network and the internet, BUT I have to use FQDN for my VPN network
hosts: the updates to the DNS search path provided by my VPN DHCP server
are never being applied.

Investigating the system I see that /etc/resolv.conf is pointing to
/run/systemd/resolve/stub-resolv.conf and that resolv.conf does not have
any of the VPN's search path settings in it:

  # This file is managed by man:systemd-resolved(8). Do not edit.
  #
  # 127.0.0.53 is the systemd-resolved stub resolver.
  # run "systemd-resolve --status" to see details about the actual nameservers.
  nameserver 127.0.0.53

  search home

In previous versions of Ubuntu, where NetworkManager controlled the
resolver not systemd, /etc/resolv.conf pointed to
/run/NetworkManager/resolv.conf and there was a local dnsmasq instance
that managed all the complexity.  In Ubuntu 17.10 when I look in
/run/NetworkManager/resolv.conf file, I see that the search paths ARE
properly updated there:

  $ cat /run/NetworkManager/resolv.conf 
  # Generated by NetworkManager
  search internal.mycorp.com other.mycorp.com home
  nameserver 127.0.1.1

However this file isn't being used, and also there's no dnsmasq running
on the system so if I switch my /etc/resolv.conf to point to this file
instead, then all lookups fail.

Strangely, if I look at the systemd-resolv status I see that in theory
systemd-resolve does seem to know about the proper search paths:

  $ systemd-resolve --status
     ...
  Link 3 (tun0)
        Current Scopes: DNS LLMNR/IPv4 LLMNR/IPv6
         LLMNR setting: yes
  MulticastDNS setting: no
        DNSSEC setting: no
      DNSSEC supported: no
           DNS Servers: 10.3.0.10
                        10.8.42.2
            DNS Domain: ~internal.mycorp.com
                        ~other.mycorp.com

but for whatever reason the search domains are not getting put into the
resolv.conf file:

  $ host mydesk
  ;; connection timed out; no servers could be reached

  $ host mydesk.internal.mycorp.com
  mydesk.internal.mycorp.com has address 10.8.37.74

(BTW, the timeout in the failed attempt above takes 10s: it is SUPER
frustrating when all your host lookups are taking that long just to
fail).

ProblemType: Bug
DistroRelease: Ubuntu 17.10
Package: systemd 234-2ubuntu12
ProcVersionSignature: Ubuntu 4.13.0-16.19-generic 4.13.4
Uname: Linux 4.13.0-16-generic x86_64
ApportVersion: 2.20.7-0ubuntu3
Architecture: amd64
CurrentDesktop: GNOME
Date: Sun Oct 22 15:08:57 2017
InstallationDate: Installed on 2017-10-21 (1 days ago)
InstallationMedia: Ubuntu 17.10 "Artful Aardvark" - Release amd64 (20171018)
MachineType: System manufacturer System Product Name
ProcEnviron:
 TERM=xterm-256color
 PATH=(custom, no user)
 XDG_RUNTIME_DIR=<set>
 LANG=en_US.UTF-8
 SHELL=/bin/bash
ProcKernelCmdLine: BOOT_IMAGE=/vmlinuz-4.13.0-16-generic 
root=UUID=4384306c-5fed-4b48-97a6-a6d594c4f72b ro quiet splash vt.handoff=7
SourcePackage: systemd
SystemdDelta:
 [EXTENDED]   /lib/systemd/system/rc-local.service → 
/lib/systemd/system/rc-local.service.d/debian.conf
 [EXTENDED]   /lib/systemd/system/user@.service → 
/lib/systemd/system/user@.service.d/timeout.conf
 
 2 overridden configuration files found.
UpgradeStatus: No upgrade log present (probably fresh install)
dmi.bios.date: 12/02/2014
dmi.bios.vendor: American Megatrends Inc.
dmi.bios.version: 2101
dmi.board.asset.tag: To Be Filled By O.E.M.
dmi.board.name: M5A78L-M/USB3
dmi.board.vendor: ASUSTeK Computer INC.
dmi.board.version: Rev X.0x
dmi.chassis.asset.tag: Asset-1234567890
dmi.chassis.type: 3
dmi.chassis.vendor: Chassis Manufacture
dmi.chassis.version: Chassis Version
dmi.modalias: 
dmi:bvnAmericanMegatrendsInc.:bvr2101:bd12/02/2014:svnSystemmanufacturer:pnSystemProductName:pvrSystemVersion:rvnASUSTeKComputerINC.:rnM5A78L-M/USB3:rvrRevX.0x:cvnChassisManufacture:ct3:cvrChassisVersion:
dmi.product.family: To Be Filled By O.E.M.
dmi.product.name: System Product Name
dmi.product.version: System Version
dmi.sys.vendor: System manufacturer

** Affects: systemd (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: amd64 apport-bug artful

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https://bugs.launchpad.net/bugs/1726124

Title:
  DNS domain search paths not updated when VPN started

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