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Mild and Efficient Deoxygenation of Sulfoxides to Sulfides Using HfCl4/KBH4 System
Authors:Jianghua Zhang  Chengyi Zhang  Cheng Zhang  Jiming Luan  Defeng Zhao
Affiliation:State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian, China
Abstract:HfCl4/KBH4 was found to be a facile, efficient, convenient, and chemoselective system for the deoxygenation of dialkyl, diaryl, and aryl alkyl sulfoxides, especially for the reduction of dibenzyl sulfoxide to the corresponding sulfides under mild conditions. In addition, the HfCl4/KBH4 system could be used in reduction of some other sulfur-bearing substrates to the corresponding sulfides, such as 2,2′-dibenzothiazolyl disulfide, but this reducing system could not reduce sulfolane, diphenyl sulfone, p-toluenesulfonic acid, and p-toluenesulfonyl chloride to their corresponding thiophenols.
Keywords:Deoxygenation  HfCl4/KBH4  reduction  sulfides  sulfoxides
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