Visible-light-driven Cadogan reaction  

作　　者：Zhonghua Qu Pu Wang Xing Chen Guo-Jun Deng Huawen Huang 

机构地区：[1]Key Laboratory for Green Organic Synthesis and Application of Hunan Province,Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education,College of Chemistry,Xiangtan University,Xiangtan 411105,China

出　　处：《Chinese Chemical Letters》2021年第8期2582-2586,共5页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China (No.22071211);the Science and Technology Planning Project of Hunan Province (No.2019RS2039);Hunan Provincial Natural Science Foundation of China (No.2020JJ3032);the Collaborative Innovation Center of New Chemical Technologies for Environmental Benignity and Efficient Resource Utilization。

摘　　要：Visible-light-driven photochemical Cadogan-type cyclization has been discovered.The organic D-A type photosensitizer 4 CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metalfree access to carbazoles and related heterocycles.DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3,which corresponds with experimental findings regarding reaction temperature.The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

关 键 词：Cadogan reactio o-Nitrobiarene Visible-light-driven DEOXYGENATION N-HETEROCYCLES 

分 类 号：O621.251[理学—有机化学]