Copper(I)‐Catalyzed Alkylation of Polyfluoroarenes through Direct CH Bond Functionalization |
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Authors: | Shuai Xu Guojiao Wu Fei Ye Xi Wang Huan Li Xia Zhao Dr. Yan Zhang Prof. Dr. Jianbo Wang |
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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) |
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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. |
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Keywords: | C H activation carbenes copper diazo compounds synthetic methods |
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