An Electrochemically Driven Dual-Oxidation Strategy for Decarboxylative Amidation of α-Ketoacids and Heteroaryl Amines
Abstract
Heteroaryl amides are ubiquitous motifs in bioactive molecules, yet their efficient synthesis remains challenging due to the high oxidation potential and low nucleophilicity of heteroaryl amines. Herein, we report a redox-mediator-controlled electrochemical strategy for the decarboxylative amidation of α-ketoacids with heteroaryl amines. In this dual-oxidation approach, mediated by ferrocene, both the α-ketoacid and the amine undergo simultaneous single-electron oxidation, generating an acyl radical and a nitrogen-centered radical that cross-couple to afford the desired amides. The method operates under mild conditions, requires no external oxidants, exhibits broad substrate scope, and is readily applicable on a gram scale.
Fields of Study & Subjects
Radical Photochemical Reactions
Chemical Synthesis and Analysis
Advanced Synthetic Organic Chemistry
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 14
- Pages
- 5187–5200
- Publication date
- 30 March 2026
- Language
- EN