Electrochemical Decarboxylative Cross‐Coupling with Nucleophiles

• Published in: Chemistry : a European journal Vol. 30; no. 50; pp. e202402124 - n/a
• Main Authors: Yu, Pingping, Huang, Xuejin, Wang, Dake, Yi, Hong, Song, Chunlan, Li, Jiakun
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 05.09.2024
• Subjects: Activated carbon; Carboxylic acids; Chemical reactions; Cross coupling; Decarboxylative cross-coupling reactions; Decarboxylative fluorination; Decarboxylative hydroxylation; Electrochemical method; Electrochemistry; Fluorine; Functional groups; Nucleophiles; Oxidants; Oxidizing agents; Substrates; Decarboxylative hydroxylation; Decarboxylative fluorination; Carboxylic acids; Electrochemical method; Decarboxylative cross-coupling reactions
• ISSN: 0947-6539; 1521-3765; 1521-3765
• DOI: 10.1002/chem.202402124

Decarboxylative cross‐coupling reactions are powerful tools for carbon‐heteroatom bonds formation, but typically require pre‐activated carboxylic acids as substrates or heteroelectrophiles as functional groups. Herein, we present an electrochemical decarboxylative cross‐coupling of carboxylic acids with structurally diverse fluorine, alcohol, H2O, acid, and amine as nucleophiles. This strategy takes advantage of the ready availability of these building blocks from commercial libraries, as well as the mild and oxidant‐free conditions provided by electrochemical system. This reaction demonstrates good functional‐group tolerance and its utility in late‐stage functionalization. Direct electrochemical decarboxylative cross‐coupling with nucleophiles has been developed for the synthesis of structurally diverse fluoride, alcohol, ether, ester, and amine products. This strategy takes advantage of the ready availability of these building blocks from commercial libraries, as well as the mild and oxidant‐free conditions provided by the electrochemical system.