Why does Outlook 2010/2013 tries to connect by rpc over http in LAN?

Hi All,
I have Exchange 2010 (Two CAS) Published by TMG (Basic Authentication). Also outlook anywhere is configured with Basic Authentication.
Some users have issues with "authentication prompt" (randomly). By the way, Outlook Clients(2007/2010/2013) are fully updated.
What I can see when "authentication prompt" shows up, Outlook tries to connect by rpc over https.
Is this a normal behavior?
Regards
Jo

Hi,
Firstly, I'd like to say, basic authentication requires user name and password. Thus, it's an expected behavior that credential will prompt once when users login Outlook with basic authentication.
Additionally, I'd like to confirm how you confirm it's Outlook Anywhere when the credential prompts. Based on my knowledge, the credential issue may be caused by connectivity issue and we can confirm the connection method through the tool "connection status".
Thus, I'd like to confirm if the connection is established when the credential issue happens.
Press ctrl and right click Outlook icon>connection status>status, protocol
Thanks,
Angela Shi
TechNet Community Support

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