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Copper(I)‐Catalyzed Alkylation of Polyfluoroarenes through Direct CH Bond Functionalization
Authors:Shuai Xu  Guojiao Wu  Fei Ye  Xi Wang  Huan Li  Xia Zhao  Dr. Yan Zhang  Prof. Dr. Jianbo Wang
Affiliation:1. Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China);2. The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032 (China)
Abstract:The copper(I)‐catalyzed alkylation of electron‐deficient polyfluoroarenes with N‐tosylhydrazones and diazo compounds has been developed. This reaction uses readily available starting materials and is operationally simple, thus representing a practical method for the construction of C(sp2)? C(sp3) bonds with polyfluoroarenes through direct C? H bond functionalization. Mechanistically, copper(I) carbene formation and subsequent migratory insertion are proposed as the key steps in the reaction pathway.
Keywords:C  H activation  carbenes  copper  diazo compounds  synthetic methods
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