Catalyst-free electrochemical S_(N)Ar of electron-rich fluoroarenes using carboxylic acids  

作　　者：Anzai Shi Yaowen Liu Ranran Zhang Zile Zhu Youai Qiu 

机构地区：[1]State Key Laboratory and Institute of Elemento-Organic Chemistry,Frontiers Science Center for New Organic Matter,College of Chemistry,Nankai University,94 Weijin Road,Tianjin 300071,China

出　　处：《eScience》2024年第5期120-131,共12页电化学与能源科学（英文）

基　　金：Financial support from National Key R&D Program of China(2022YFA1503200);National Natural Science Foundation of China(Grant No.22371149,22188101);the Fundamental Research Funds for the Central Universities(No.63223015);Frontiers Science Center for New Organic Matter,Nankai University(Grant No.63181206);Nankai University are gratefully acknowledged.

摘　　要：Herein,an electrochemically driven catalyst-free nucleophilic aromatic substitution(S_(N)Ar)of electron-rich fluoroarenes with carboxylic acids as weak nucleophiles under mild conditions was reported.A series of highly valuable ester derivatives were obtained in a direct and rapid way.This transformation features commercially available reagents and an exceptionally broad substrate scope with good functional group tolerance,using cheap and abundant electrodes and completed within a short reaction time.Gram-scale synthesis and complex biorelevant compounds ligation further highlighted the potential utility of the methodology.The mechanistic investigations and density functional theory(DFT)calculations verified the feasibility of the proposed pathway of this transformation.

关 键 词：ELECTROCHEMISTRY DefluorinationElectrochemical S_(N)Ar Catalyst-free process Carboxylic acids 

分 类 号：O646[理学—物理化学]