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Palladium-Catalyzed Debenzylative Cross-Coupling of Aryl Benzyl Sulfides with Aryl Bromides: Synthesis of Diaryl Sulfides

Jianyou Mao, Tiezheng Jia, Gustavo Frensch and Patrick J. Walsh*

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email:

J. Mao, T. Jia, G. Frensch, P. J. Walsh, Org. Lett., 2014, 16, 5304-5307.

DOI: 10.1021/ol502470e

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A single catalyst, derived from Pd(dba)2 and NiXantPhos, efficiently catalyzes a debenzylative synthesis of diaryl sulfides from aryl benzyl sulfides and aryl bromides in good to excellent yields via α-arylation of sulfides, C-S bond cleavage, and C-S bond formation in a tricatalytic cycle.

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Key Words

diaryl sulfides

ID: J54-Y2014