Copper-Catalyzed Regioselective Cyanation/Diarylmethylation of Formamides:Construction ofα-Cyano Functionalized Tetra-Substituted Olefins  

作  者:Minjing Yuan Zikang Li Weifeng Xu Biquan Xiong Yu Liu Min Liu Ke-Wen Tang Longzhi Zhu 

机构地区:[1]Department of Chemistry and Chemical Engineering,Hunan Institute of Science and Technology,Yueyang,Hunan,414006 China [2]School of Chemistry and Materials Engineering,Huizhou University,Huizhou,Guangdong,516007 China [3]Department of Applied Biology and Chemical Technology,The Hong Kong Polytechnic University,Hung Hom,Hong Kong,China

出  处:《Chinese Journal of Chemistry》2025年第2期191-198,共8页中国化学(英文版)

基  金:supported by the Natural Science Foundation of Hunan Province(2023JJ30274,2023JJ30275);,Scientific Research Fund of Hunan Provincial Education Department(23A0497,23B0634);National Natural Science Foundation of China(22308116);Basic and Applied Basic Research Foundation of Guangdong Province(2022A1515110118).

摘  要:A copper-catalyzed cyanation/diarylmethylation of formamides has been developed for the synthesis ofα-cyano functionalized tetra-substituted olefins by utilizing para-quinone methides(p-QMs)and trimethylcyanosilane as functionalization sources.Various kinds of p-QMs and formamides are well tolerated,delivering the desired products with 72%—94%yields,demonstrating broad functional group tolerance.Notably,the reaction does not require noble metals and proceeds regioselectively under mild conditions.Based on step-by-step control experiments,Hammett studies and DFT calculation,a plausible mechanism is proposed.

关 键 词:para-Quinone methides Cyanation/diarylmethylation Tetra-substituted olefins/Multicomponent reactions C-C coupling C-Hactivation 

分 类 号:O62[理学—有机化学]

 

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