Outlook Disconnected and Trying to connect issue and how to fix

How to Resolve “Disconnected” Issue on Microsoft Outlook 

In some cases, this issue started happening when the organization enabled two-factor authorization and some time when they changed the way account is being validated against autodiscover. 

Following steps can be used to fix this issue:

1. Go to Account setting and click on Datafiles tab
2. Go to data files and click open file location. This will take you to location where .ost and .pst file exists
3. Exit the outlook application and take the back up (i.e. Copy them) from the previously opened files from the folder to another new folder
4. Open the Outlook again and go to Account settings
5. select the account which is causing the problem and remove it
6. 
7. Once account is removed, then exit the outlook
8. Start again the add same account again
9. supply to your email address
10. Supply the password and click continue
11. Once done then your account will be asked for two-factor authentication if enabled
12. Provide the same. It will take 5-10 minutes
13. Once done. That's All