Preparation of tertiary amides from carbamoyl chlorides and organocuprates

Org Lett. 2004 Oct 14;6(21):3703-6. doi: 10.1021/ol0487130.

Abstract

[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.