Expedient Synthesis of N-Acyl Anthranilamides and β-Enamine Amides by the Rh(III)-Catalyzed Amidation of Aryl and Vinyl C-H Bonds with Isocyanates

Kevin D. Hesp, Robert G. Bergman* and Jonathan A. Ellman*

*Department of Chemistry, Yale University, New Haven, Connecticut, 06520 United States, Email: rbergmanberkeley.edu, jonathan.ellmanyale.edu

K. D. Hesp, R. G. Bergman, J. A. Ellman, J. Am. Chem. Soc., 2011, 133, 11430-11433.

DOI: 10.1021/ja203495c

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Abstract

A Rh(III)-catalyzed protocol for the amidation of anilide and enamide C-H bonds with isocyanates provides direct and efficient syntheses of N-acyl anthranilamides, enamine amides, and pyrimidin-4-one heterocycles.

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Key Words

enamines

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ID: J48-Y2011-2080