Modular synthesis of 1,4-diketones through regioselective bis-acylation of olefins by merging NHC and photoredox catalysis  

作　　者：Jun-Long Li Si-Lin Yang Qing-Song Dai Hua Huang Lu Jiang Qing-Zhu Li Qi-Wei Wang Xiang Zhang Bo Han 

机构地区：[1]Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province,Sichuan Industrial Institute of Antibiotics,School of Pharmacy,Chengdu University,Chengdu 610106,China [2]State Key Laboratory of Southwestern Chinese Medicine Resources,School of Pharmacy,Chengdu University of Traditional Chinese Medicine,Chengdu 611137,China

出　　处：《Chinese Chemical Letters》2023年第11期169-174,共6页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(NSFC,Nos.22071011,21871031,22271028 and 82073998);Longquan Talents Program,the Science&Technology Department of Sichuan Province(Nos.2021YJ0404,2022JDRC0045 and 2023NSFSC1081);the innovative project of Chengdu University is gratefully acknowledged.

摘　　要：Efficient and modular synthesis of structurally diverse 1,4-diketones from readily available building blocks represents an essential but challenging task in organic chemistry.Herein,we report a multi-component,regioselective bis-acylation of olefins by merging NHC organocatalysis and photoredox catalysis.With this protocol,a broad range of 1,4-diketones could be rapidly assembled using bench-stable feedstock materials.The robustness of this method was further evaluated by sensitivity screening,and good reproductivity was observed.Moreover,the diketone products could be readily converted into functionalized heterocycles,such as multi-substituted furan,pyrrole,and pyridazine.Mechanistic investigations shed light on the NHC and photoredox dual catalytic radical reaction mechanism.

关 键 词：NHC organocatalysis Photoredox catalysis Radical bis-acylation Multi-component reaction 1 4-Diketone synthesis 

分 类 号：O62[理学—有机化学]