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Published on: July 23, 2016
Selective Synthesis of ortho-Substituted Diarylsulfones by Using NHC-Au Catalysts under Mild Conditions
Haibo Zhu1,2, Yajing Shen1, Daheng Wen1
1Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry , Fudan University , 2205 Songhu Road , Shanghai 200438 , China.
Abstract:
A single-step gold(I)-catalyzed chemoselective protocol to access ortho-substituted diarylsulfones has been established. Acenaphthoimidazolylidene gold complexes are effective catalysts for the arylsulfonylation of boronic acids by potassium metabisulfite (K2S2O5) and diaryliodonium salts to access (poly-) ortho-substituted diarylsulfones even in gram scale. Unlike the transition metal-catalyzed two-component coupling systems, the sterically hindered aryl groups in diaryliodonium salts are preferentially transferred over less bulky ones to form synthetically difficult targets, including those of pharmaceutical importance.
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