I posted a script for Keyboard Maestro that might help you get started, as it demonstrates a macro that cuts out all of the fluff and just compiles straight to the previously used filename, no dialogue boxes, no clicking on buttons, no confirming overwrite. It is located here.
But do mind the date on that post, I have no idea if the actual script that I attached still works, 13 years later. The idea then would be to take such a starter and manipulate the Compile For dropdown as well, to compile first one, and then the next file type.