Rh(Ⅱ)-catalyzed intermolecular carboamination of pyridines via double Csp^(2)-H bond activations  

作　　者：Zhongfeng Luo Jingxing Jiang Lifang Zou Xiaoyu Zhou Junshan Liu Zhuofeng Ke Fengjuan Chen Huanfeng Jiang Wei Zeng 

机构地区：[1]Key Laboratory of Functional Molecular Engineering of Guangdong Province,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510641,China [2]School of Materials Science and Engineering,PCFM Lab,Sun Yat-sen University,Guangzhou 510275,China [3]Guangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics,School of Traditional Chinese Medicine,Southern Medical University,Guangzhou 510515,China

出　　处：《Science China Chemistry》2024年第1期374-382,共9页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(22271100,21973113);the Key-Area Research and Development Program of Guangdong Province(2020-B010188001);the Guangdong Basic and Applied Basic Research Foundation(2023A1515010070);the China Postdoctoral Science Foundation(2021M701243)。

摘　　要：We disclose the development of the Rh-catalyzed amine-directed remote 5,6-carboamination protocol of pyridines via dual Csp^(2)-H functionalizations.A variety of readily available 2-aminopyridines and 1,2,3-triazoles are allowed for coupling cyclization to access polyfunctionalized azaindoles.Mechanistic studies including DFT calculations unveil that relay carbenoidelectrophilic addition to pyridines and the sequential pyridyl Csp^(2)-H amination are involved in this transformation.The postsynthetic utility of this methodology is showcased by versatile and site-selective modification of azaindoles.

关 键 词：Rh-catalysis AZAINDOLES pyridyl Csp^(2)-H bond carboamination coupling-cyclization 

分 类 号：O621.251[理学—有机化学] O626[理学—化学]