Electrochemically time-dependent oxidative coupling/couplingcyclization reaction between heterocycles:tunable synthesis of polycyclic indole derivatives with fluorescence properties  

作　　者：Zuozhou Ning Zhicheng Zhang Qingsong Yan Naifu Zhou Linzi Wen Xichao Peng Yu Tang Pengju Feng 

机构地区：[1]Department of Chemistry,Guangdong Provincial Key Laboratory of Functional Supramolecular Coordination Materials and Applications,Jinan University,Guangzhou 510632,China

出　　处：《Science China Chemistry》2022年第10期1962-1967,共6页中国科学（化学英文版）

基　　金：supported by Guangdong Basic and Applied Basic Research Foundation (2019A1515011743);the Pearl River talent program of Guangdong Province (Youth Top-Notch Talent,2017GC010302);Jinan University

摘　　要：A mild and practical protocol for selectively time-dependent dehydrogenative C–C coupling,as well as tandem couplingcyclization reaction between indoles or/and other heteroaromatics via electrochemically oxidative process has been demonstrated.The reaction runs under noble catalyst,external oxidant and inert gas free condition,allowing tunable access to a wide variety of synthetically useful symmetrical or nonsymmetrical heteroarene with aggregation-induced emission(AIE),and polycyclic 3-D indole derivatives with aggregation-caused quenching(ACQ)fluorescence properties.Finally,preliminary mechanistic study indicated that tunable generation of indole cation under various electrolysis potential via regulating Nprotecting group was the key to achieve cross-coupling between indoles and other heteroaromatics.

关 键 词：electro-organic chemistry C-C coupling polycyclic indols BIARYLS DEAROMATIZATION 

分 类 号：O626[理学—有机化学]