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Copper-Catalyzed Coupling of Imines, Acid Chlorides, and Alkynes: A Multicomponent Route to Propargylamides

Daniel A. Black and Bruce A. Arndtsen*

*Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada, Email: bruce.arndtsenmcgill.ca

D. A. Black, B. A. Arndtsen, Org. Lett., 2004, 6, 1107-1110.

DOI: 10.1021/ol036462+


Abstract

A copper-catalyzed coupling of imines with alkynes and acid chlorides provides an efficient and general three-component coupling method to prepare propargylamides. The coupling can also be diversified to allow the formation of N-carbamate-protected propargylamines with the use of chloroformates.

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Key Words

Multicomponent Reactions, Copper, Propargylamines


ID: J54-Y2004-310