Nickel-catalyzed reductive formylation of aryl halides via formyl radical  

作　　者：Xiao-Bo Liu Ren-Ming Liu Xiao-Di Bao Hua-Jian Xu Qi Zhang Yu-Feng Liang 

机构地区：[1]School of Food and Biological Engineering,School of Chemistry and Chemical Engineering,Anhui Province Key Laboratory of Advance Catalytic Materials and Reaction Engineering,Hefei University of Technology,Hefei 230009,China [2]Institute of Industry&Equipment Technology,Hefei University of Technology,Hefei 230009,China [3]School of Chemistry and Chemical Engineering,Shandong University,Ji’nan 250100,China

出　　处：《Chinese Chemical Letters》2024年第12期448-453,共6页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China(No.22001147);Taishan Scholars Project of Shandong Province(No.tsqn202103027);Distinguished Young Scholars of Shandong Province(Overseas)(No.2022HWYQ-001);Qilu Youth Scholar Funding of Shandong University。

摘　　要：Aromatic aldehydes are the most fundamentally important compounds used in organic synthesis.The development of new synthetic methods for introduction of a formyl group into an organic scaffold is highly desirable.In this report,a nickel-catalyzed reductive coupling between aryl halides andα–chloro N-methoxyphthalimide has been documented for the synthesis of a diverse array of aromatic aldehydes.Because of mild reductive coupling conditions,excellent functional group tolerance,especially for substrates containing free-OH and-NH_(2),was observed.Due to the simple operation mode,a large library of aromatic aldehydes can be quickly constructed by this process.Moreover,the present protocol is amenable for late-stage functionalization of bioactive compound.A combined computational and experimental investigation suggested the reaction may undergo a reaction mechanism of active Ni(I)catalyst formation and the formation of key formyl radical intermediate under zinc reductive conditions.

关 键 词：NICKEL FORMYLATION RADICAL SET Reductive coupling 

分 类 号：O621.251[理学—有机化学]