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Archive for the ‘Smiles rearrangement’ Category

Smiles Rearrangement Followed by Sonogashira-Cyclization Cascade

Posted by naturalproductman on July 10, 2010

Roberto Sanz and co-workers from Universidad de Burgos have published in Organic and Biomolecular Chemistry on a method to access indole rings starting from phenylcarbamates.  The nitrogen of the indole ring is introduced via Smiles rearrangement of the carbamate-protected phenol to exchange the oxygen to nitrogen.

OBC paper

Posted in C-X Bond Breaking, Cascade Reactions, cross coupling, Methodology, Named Reactions, Ring forming, Smiles rearrangement, Sonogashira | Leave a Comment »