Photoredox Ni-Catalyzed Selective Coupling of Organic Halides and Oxalates to Esters via Alkoxycarbonyl Radical Intermediates  

作　　者：Wen-Duo Li Yi-Qian Jiang Yan-Lin Li Ji-Bao Xia 

机构地区：[1]State Key Laboratory for Oxo Synthesis and Selective Oxidation,Center for Excellence in Molecular Synthesis,Suzhou Research Institute of LICP,Lanzhou Institute of Chemical Physics(LICP),Chinese Academy of Sciences,Lanzhou 730000 [2]University of Chinese Academy of Sciences,Beijing 100049

出　　处：《CCS Chemistry》2022年第4期1326-1336,共11页中国化学会会刊（英文）

基　　金：the financial support from the NSFC of China(21772208 and 21633013);Natural Science Foundation of Jiangsu Province(BK20201183);the Key Research Program of Frontier Sciences of Chinese Academy of Sciences(QYZDJSSW-SLH051).

摘　　要：A new approach for radical cross coupling of organic halides and oxalates toward esters has been developed via photoredox nickel dual catalysis.This method has been demonstrated for transformation of a wide range of aryl,heteroaryl,alkenyl,and alkyl bromides to various esters under mild conditions.Notably,fluoro-,chloro-,or iodo-substituents on the aryl bromides remain after the coupling reaction,which has been applied for the easy synthesis of drug molecules from simple aryl dihalides.Mechanistic studies indicate that an(alkoxycarbonyl)Ni(I)species might be generated via oxidation of Ni(0)species with an alkoxycarbonyl radical intermediate.Selective alkoxycarbonyl radical coupling over decarboxylative alkyl radical coupling is achieved here.

关 键 词：photoredox catalysis nickel catalysis ester alkoxycarbonyl radical alkoxy carbonylation 

分 类 号：O62[理学—有机化学]