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Palladium-Catalyzed Arylation of Aryl Sulfenate Anions with Aryl Bromides under Mild Conditions: Synthesis of Diaryl Sulfoxides

Hui Jiang, Tiezheng Jia, Mengnan Zhang and Patrick J. Walsh*

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

H. Jiang, T. Jia, M. Zhang, P. J. Walsh, Org. Lett., 2016, 18, 972-975.

DOI: 10.1021/acs.orglett.6b00073 (free Supporting Information)


Abstract

A palladium-catalyzed arylation of aryl sulfenate anions generated from aryl 2-(trimethylsilyl)ethyl sulfoxides and CsF enables the synthesis of diaryl sulfoxides and heteroaryl aryl sulfoxides under mild conditions employing aryl bromides. Various functional groups are well tolerated.

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Palladium-Catalyzed Arylation of Alkyl Sulfenate Anions

T. Jia, M. Zhang, H. Jiang, C. Y. Wang, P. J. Walsh, J. Am. Chem. Soc., 2015, 137, 13887-13893.


Key Words

arylation


ID: J54-Y2016