IIS 8.0 Directory HttpRedirect - url-rewriting

Question

Is there a way in IIS to redirect the following request:
http://mysite/report1/img/logo.png to http://mysite/myapplication/report1/images/logo.png for ALL images in the img directory without having to explicitly map them individually?
Additional requirement- I have THOUSANDS of reports on a drive mapped to the 'report1' virtual directory- each with their own 'img' directory- so there is no reasonable way to use IIS manager to map those directories individually either.
I'm looking to see if there is some way to add a wildcard (or other) HttpRedirect in the IIS server web.config file to correctly map all the images for all the reports. I tried:
<add wildcard="*res/img/" destination="/reporter/content/images/reportimages" />
But that seemed to have no effect.
EDIT: Some more research shows that using the URL Rewrite module might work... but so far I haven't gotten it to work.
My rule looks like this (in web.config):
<rules>
<rule name="Redirect rule1 for ImageRedirect">
<match url=".*" />
<conditions>
<add input="{ImageRedirect:{REQUEST_URI}}" matchType="Pattern" pattern="/res/img/(.+)" ignoreCase="true" negate="false" />
</conditions>
<action type="Redirect" url="{HTTP_HOST}/reporter/content/reporterimages/{C:1}" appendQueryString="false" />
</rule>
</rules>

Answer 1

You were on the right track using the URL Rewrite module.
The most simple rule in your case would be:
<rule name="Rewrite images" stopProcessing="true">
<match url="^/report1/img/(.+)$" />
<action type="Rewrite" url="/myapplication/report1/images/{R:1}" />
</rule>
It does check if the requested url matches ^/report1/img/(.+)$ and if yes, trigger a rewrite to your new folder.
If you want to use a Redirect instead:
<rule name="Redirect images" stopProcessing="true">
<match url="^/report1/img/(.+)$" />
<action type="Redirect" url="/myapplication/report1/images/{R:1}" />
</rule>
(If you don't specify it, by default a Redirect is permanent (301))