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Synthesis and Reactivity of Trifluoromethylthiophosphonium Salts

作     者:Wen-Qi Xu Xiu-Hua Xu Feng-Ling Qing Wen-Qi Xu;Xiu-Hua Xu;Feng-Ling Qing

作者机构:Key Laboratory of Organofluorine ChemistryShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academyof Sciences345 LinglingLuShanghai 200032China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2023年第41卷第21期

页      面:2779-2787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] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 0805[工学-材料科学与工程(可授工学、理学学位)] 0703[理学-化学] 

基  金:This work was supported by the National Natural Science Foundation of China(21991121,22271298) the National Key Research and Development Program of China(2021YFF0701700) 

主  题:Phosphonium salts Fluorine Rearrangement Trifluoromethylthiolation Synthetic methods 

摘      要:This article described an unprecedented synthesis of trifluoromethylthiophosphonium salts from allyl trifluoromethyl sulfoxide and phosphines in the presence of trimethylsilyl trifluoromethanesulfonate(TMSOTf)through Mislow-Evans-type *** resulting trifluoromethylthiophosphonium salts were firstly isolated and fully *** fluoroalkylphosphonium salts,as exemplified by trifluoromethylthio triphenylphosphonium salt(6a),exhibited unique and versatile reaction with nucleophiles and deoxygenative trifluoromethylthiolation reaction of carboxylic ***,the photoredox catalytic tunable radical hydrotrifluoromethylation and hydrotrifluoromethythiolation of unactivated alkenes with 6a was successfully.

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