Boron-promoted reductive deoxygenation coupling reaction of sulfonyl chlorides for the C(sp3)-S bond construction  

作　　者：Shuo Chen Qingru Wen Yanqing Zhu Yanru Ji Yu Pu Zhengli Liu Yun He Zhang Feng 

机构地区：[1]Chongqing Key Laboratory of Natural Product Synthesis and Drug Research,School of Pharmaceutical Sciences,Chongqing University,Chongqing 401331,China [2]Medical Imaging Key Laboratory of Sichuan Province,North Sichuan Medical College,Nanchong 637000,China

出　　处：《Chinese Chemical Letters》2022年第12期5101-5105,共5页中国化学快报（英文版）

基　　金：support from Natural Science Foundation of Sichuan(No.2021YJ0413);Sichuan Key Laboratory of Medical Imaging(North Sichuan Medical College,No.SKLMI201901);Strategic Cooperation of Science and Technology between Nanchong City and North Sichuan Medical College(Nos.19SXHZ0441,19SXHZ0227);Chongqing Postdoctoral Science Foundation(No.cstc2020jcyj-bshX0052);China Postdoctoral Science Foundation(No.2020M673121).

摘　　要：Herein,we report a borane-promoted reductive deoxygenation coupling reaction to synthesize sulfides.This reaction features excellent functional group compatibility,high efficiency,broad substrate scope,and application in late-stage functionalization of biomolecules.Preliminary mechanistic studies suggest diaryl sulfides are the intermediates of this reaction.Moreover,the real active aryl sulfide anions may be generated in situ with the aid of B2pin2 and react with alkyl tosylates through a concerted SN2 pathway.

关 键 词：C-S bond formation Reductive deoxygenation coupling BORANE Organosulfur compounds Green chemistry 

分 类 号：O621.25[理学—有机化学]