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Selective Synthesis of ortho-Substituted Diarylsulfones by Using NHC-Au Catalysts under Mild Conditions

Haibo Zhu, Yajing Shen, Daheng Wen, Zhang-Gao Le, Tao Tu*

*Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, 2205 Songhu Road, Shanghai 200438, China, Email: taotufudan.edu.cn

H. Zhu, Y. Shen, D. Wen, Z.-G. Le, T. Tu, Org. Lett., 2019, 21, 974-979.

DOI: 10.1021/acs.orglett.8b03957 (free Supporting Information)



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Abstract

Acenaphthoimidazolylidene gold complexes are effective catalysts for a chemoselective arylsulfonylation of boronic acids using potassium metabisulfite (K2S2O5) and diaryliodonium salts to provide sterically hindered diarylsulfones even in gram scale. Sterically hindered aryl groups in unsymmetric diaryliodonium salts are preferentially transferred over less bulky ones.

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Key Words

diarylsulfones, multicomponent reactions


ID: J54-Y2019