NHC·CS 2 (NHC = N -Heterocyclic Carbene) Species as Reductive Mediators in the Electrosynthesis of Coumarins

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Authors: Francis Bru, Ishfaq Ibni Hashim, Laurens Bourda, Maxime R. Vitale, Laurence Grimaud, Kristof Van Hecke, Catherine S. J. Cazin
Cited by: 1
References: 52

Abstract

Coumarins represent an important class of heterocycles because of their prevalence in nature and their common presence as pharmaceutical structural motifs. However, their synthesis employs harsh conditions or requires a transition metal catalyst, limiting their scalability and sustainability. Herein we report an electrocatalytic synthetic method leading to coumarins using NHC·CS 2 (NHC = N-heterocyclic carbene) species as organic mediators. Using this procedure, a variety of substituted coumarins were obtained in good yields, establishing this electrocatalytic strategy as an attractive synthetic alternative. Based on our observations, a reaction mechanism operating through a one-electron reduction and involving a radical intermediate is proposed.

Fields of Study & Subjects

N-Heterocyclic Carbenes in Organic and Inorganic Chemistry Radical Photochemical Reactions Ammonia Synthesis and Nitrogen Reduction

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
10
Pages
3732–3743
Publication date
4 March 2026
Language
EN