Preparation of tertiary amides from carbamoyl chlorides and organocuprates.

Org Lett

Laboratoire de Chimie Moléculaire et Thio-Organique, UMR CNRS 6507, ENSICaen, Université de Caen-Basse Normandie, 6 Boulevard du Maréchal Juin, 14050 Caen Cedex, France.

Published: October 2004

[reaction: see text] Reaction of carbamoyl chlorides with cyano-Gilman cuprates affords tertiary amides in good to excellent yields. The reaction is general due to the possibility of using reagents made either from organolithium or from Grignard compounds. The characterization of the main side products allowed for the suggestion of a possible mechanism.

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http://dx.doi.org/10.1021/ol0487130DOI Listing

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