Copper-Mediated Selective Multiple Inert Chemical Bonds Cleavage for Cyanation of Indoles via Tandem Carbon and Nitrogen Atom Transfer  

作　　者：Shimin Xie Fangfang Cai Lixin Liu Lebin Su Jianyu Dong Yongbo Zhou 

机构地区：[1]Advanced Catalytic Engineering Research Center of the Ministry of Education,College of Chemistry and Chemical Engineering,Hunan University,Changsha,Hunan 410082,China [2]School of Physics and Chemistry,Hunan First Normal University,Changsha,Hunan 410205,China

出　　处：《Chinese Journal of Chemistry》2024年第19期2299-2304,共6页中国化学（英文版）

基　　金：support from the National Natural Science Foundation of China(Grant Nos.22378106,21878072,21706058,and 22002169);the Natural Science Foundation of Hunan Province(Grant No.2020JJ2011);the China Postdoctoral Science Foundation(No.2019M662774).

摘　　要：Comprehensive Summary The activation of inert chemical bonds is an exciting area of research in chemistry because it enables the direct utilization of readily available starting materials and promotes atom-and step-economic synthesis.Undoubtedly,selectively activating and transforming multiple inert chemical bonds is an even more intriguing and demanding task in synthetic chemistry.However,due to its inherent complexity and extreme challenges,this endeavour is rarely accomplished.We report a copper-mediated complete cleavage and selective transformation of multiple inert chemical bonds of three easily available feedstocks,i.e.,a sp^(2)C—H bond in indoles,three sp^(3)C—H bonds and one C—N bond in a methyl carbon atom in TMEDA,and the C≡N triple bond in CH_(3)CN.This reaction proceeds via tandem carbon and nitrogen atom transfer,and allows for the direct and efficient cyanation of indoles,presenting a simple and direct alternative for synthesizing 3-cyanoindoles.

关 键 词：Multiple inert chemical bonds Bond cleavage Carbon and nitrogen atom transfer Cleavage reactions Oxidation Copper Cyanation IndoleSelectivity 

分 类 号：O62[理学—有机化学]