I just discovered that a direct tls connection to a windows 7 (=2008r2) rdp 
server indeed fails with 
ERRCONNECT_TLS_CONNECT_FAILED

the error is that there is no cipher match (this probably happens also
with a 2008r2 based rdp gateway server, but that someone would need to
check)

this however can be workarounded by /tls-seclevel:0

If this resolves your issue I would suggest making this the default for
freerdp. If someone from the Ubuntu team is willing to integrate such a
thing I would make a downstream patch for that too..

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https://bugs.launchpad.net/bugs/1954970

Title:
  remmina "Cannot connect to the RDP server ... via TLS. Check that the
  client and server support a common TLS version"

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