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Palladium-Catalyzed α-Arylation of Carboxylic Acids and Secondary Amides via a Traceless Protecting Strategy

Zhi-Tao He, John F. Hartwig*

*Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States, Email: jhartwigberkeley.edu

Z.-T. He, J. F. Hartwig, J. Am. Chem. Soc., 2019, 141, 11749-11753.

DOI: 10.1021/jacs.9b03291 (free Supporting Information)


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Abstract

A traceless protecting strategy enables a palladium-catalyzed α-arylation of carboxylic aids and secondary amides with aryl halides. Both coupling processes occur with various carboxylic acids and amides and with a variety of aryl bromides containing a broad range of functional groups, including base-sensitive functionality like acyl, alkoxycarbonyl, nitro, cyano, and even hydroxyl groups.

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Key Words

α-Arylation


ID: J48-Y2019