In your case there are a lot of complexities that may make such a simple solution less viable than OPs.
The total volume of the two spaces, the floor and wall construction, if the basement is finished, and the layout of the basement and main floor all come into play.
Adding ducting to the walls may be a major hassle and expense.
If it were my house, I would probably push air up from two spots into the main floor via registers I added or add more returns to the basement and hope the HVAC circulation helps with the top floor without having to add dampers to the main and top floors in both cases.