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Palladium-Catalyzed Direct Intermolecular α-Arylation of Amides with Aryl Chlorides

Bing Zheng, Tiezheng Jia and Patrick J. Walsh*

*Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: pwalshsas.upenn.edu

B. Zheng, T. Jia, P. Walsh, Org. Lett., 2013, 15, 4150-4153.

DOI: 10.1021/ol4019002 (free Supporting Information)



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Abstract

An efficient Pd-catalyzed direct intermolecular α-arylation of acetamide derivatives with aryl chlorides offers chemoselectivities up to 10:1 in mono- and diarylation by careful selection of bases, solvents, and stoichiometry. Bis-arylated amides can be prepared in up to 95% yield.

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Key Words

α-Arylation


ID: J54-Y2013