C-S coupling with nitro group as leaving group via simple inorganic salt catalysis

作     者：Maojie Xuan Chunlei Lu Bo-Lin Lin Maojie Xuan;Chunlei Lu;Bo-Lin Lin

作者机构：School of Chemical and Environmental EngineeringShanghai Institute of TechnologyShanghai 201418China School of Physical Science and Technology(SPST)ShanghaiTech UniversityShanghai 201210China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2020年第31卷第1期

页      面：84-90页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：financial support by the National Natural Science Foundation of China (No.U1532135) 

主　　题：Inorganic-salt catalysis Nucleophilic aromatic substitution C-S bond Denitrification coupling Kinetic isotope effect Meisenheimer complex 

摘      要：An efficient and practical synthetic protocol to synthesize nonsymmetrical aryl thioethers by nucleophilic aromatic substitution(S_NAr)reaction of nitroarenes by thiols with potassium phosphate as the catalyst is *** moderate to strong electron-withdrawing functional groups are tolerated by the system to provide thioethers in a good to excellent *** also showed that the present method allows access to 3 drug examples in a short reaction ***,mechanistic studies suggest that the reaction may form the classic Meisenheimer complex through a two-step additionelimination mechanism.