Office Reminders and closing flagged email messages with reminders

My company uses reminders on flagged e-mail messages.  When the message pops up there is a check box in Office Reminders which when clicked gets a check mark and the reminder is dismissed.  I assumed by checking this box the message would be flagged as completed in Outlook.  But it does not.  What happens is I have to open the e-mail and click on the flag to mark it as complete.  If I do not do mark it as complete for every new reminder the old flagged message continues to come up.

Is there a fix so that when the checkbox is clicked that the message is also marked as complete? 

Thanks.