Hmmm... my advice would be to set up a new quick and dirty 1-page pure
HTML website in IIS with a simple test re-write rule and see if that
works first (basically de-couple from Coldbox and even CF) That way
you can tell if the issue lies with your IIS/Re-Write install or iod
CF/CB related.
I needed to do this just a few weeks ago: I could not for the life of
me figure out what was causing a lot of odd issues with my Coldbox
app. Eventually I narrowed it down to rewrites and specifically with
a bug in Helicon Tech's ISAPI ReWrite using the above technique. That
caused me to install the new rewrite engine 2.0 for IIS 7 and
basically I never went back to Helicon Tech. (By the way, I had used
their product and loved it for years and Helicon Tech forum moderators
believe they eventually figured out the bug, but by then I was happy
with the IIS app so I never reinstalled it.)