Finging Face edges and remove backgrounds

Hi,

I am trying to find an automated effective way to:

1) detect the face edges and minimize the details in the face (like nose
etc) in a portrait image.  
The images are taken on white background but it may be a little gray and
have shadows. The ideal result would be an image that has in black thick
borders of the edges of the faces, the hair, eyebrows and a minimal details
of nose and mouth. Everything on a white background. Anybody can help with
that ?

2) remove the background and make that part of the image transparent. Again
it is still a portrait with a white-ish background.

Anybody has any great idea on that?

Best, 
  Chris