Turning Broken URLs Into Search Terms?

I’m migrating a Typepad install to a WordPress subdomain, and most of the links will be broken. The rewrites work so that:

http://mainsite.com/blogs

is rewritten to

http://blogs.mainsite.com

If a full link with article information is passed, it is rewritten as such;

http://mainsite.com/blogs/2014-13-7/article-title.html

to

http://blogs.mainsite.com/2014-13-7/article-title.html

I am looking for a way to feed the article title into WordPress’s search so even though the link is broken, it is easy for users with bookmarks find it.

You can try a plugin to do this:

http://wordpress.org/extend/plugins/smart-404/

Reads the page URL and tries to find a page/post that it might match and redirect to it.

Found out about this plugin from: http://www.aebeta.com/web-hosting/seo/7-seo-friendly-404-plugin-for-wordpress.html