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CuI-catalyzed direct synthesis of diaryl thioethers from aryl boronic acids and arylsulfonyl chlorides
Authors:Keke Huang  Min Yang  Xiao-Jing Lai  Xin Hu  Guanyinsheng Qiu  Jin-Biao Liu
Affiliation:1. School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou, 341000 China;2. Department of Forensic Science, Gannan Medical University, 1 Yixueyuan Road, Ganzhou, Jiangxi, 341000 China;3. College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing, 314001 China
Abstract:A CuI-catalyzed direct coupling of aryl boronic acids with arylsulfonyl chlorides for the preparation of diaryl thioethers was developed. The reaction is initiated by a PPh3 reduction of the arylsulfonyl chloride, followed by a CuI-catalyzed C–S coupling with an aryl boronic acid. Various arylsulfonyl chlorides can directly serve as a sulfur source in this mild and efficient reaction giving the desired products in moderate to good yields. Moreover, this practical method has also been applied to the thioetherification of aryl iodides and acetylacetones.
Keywords:aryl boronic acid  arylsulfonyl chloride  Cu(I) catalysis  thioether
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