Electrochemically Enabled Synthesis of Carboxylated Allenes via Carbon Dioxide Reduction

Organic Letters 2026

View at publisher
Authors: Hong Zhou, Xiao-Duan Song, Xue-Jia Zhang, Jialan Zhang, Wai Kit Tang, Hengshan Wang, Ying‐Ming Pan, Hai-Tao Tang
DOI: 10.1021/acs.orglett.6c00550
Cited by: 1
References: 61

Abstract

A transition-metal-free and reductant-free electrochemical strategy for the regioselective 1,4-hydrocarboxylation of 1,3-enynes with CO 2 and H 2 O is reported. This method facilitates the synthesis of carboxyl-functionalized disubstituted 3,4-dienoic acids under mild conditions. Subsequent treatment with TMSCH 2 N 2 allows for the construction of disubstituted 3,4-allenoate. Mechanistic studies, including cyclic voltammetry and control experiments, support the generation of CO 2 radical anions via electroreduction, with the electronic properties of the aromatic rings playing a key role in this process.

Fields of Study & Subjects

CO2 Reduction Techniques and Catalysts Carbon dioxide utilization in catalysis Radical Photochemical Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
15
Pages
4674–4679
Publication date
7 April 2026
Language
EN