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.
Building similarity graph...
Analyzing shared references across papers
Loading...
Sa et al. (Mon,) studied this question.
www.synapsesocial.com/papers/69cd79915652765b073a67f5 — DOI: https://doi.org/10.1021/acs.joc.6c00194
Yun Sa
Mengyuan Wei
Feng Yang
The Journal of Organic Chemistry
Beijing University of Chemical Technology
Kementerian Pendidikan Malaysia
Building similarity graph...
Analyzing shared references across papers
Loading...