Naturalproductman’s Blog

Hey, is that a natural product?!

Loss of 2 x N2 to form carbenes

Posted by naturalproductman on February 29, 2012

Duncan Wardrop and co-worker from the University of Illinois in Chicago have reported in Organic Letters on an interesting approach to form a carbene by presumably forming a tetraazafulvene intermediate, which breaks down to the carbene by losing two molecules of nitrogen (ie:  N2).  At first I wondered how scary this reaction is because of the gain of entropy, but it looks pretty straight forward:  they just add DIC (diisopropylcarbodiimide) to the tetrazole and then load the reaction mixture directly on a column for purification.

Loss of N2

OL paper

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

%d bloggers like this: