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Updated: Jun 27, 2025

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Visible-light-induced C(sp3)-H bromination of 4-methylthiophene derivatives with HBr/H2O2
Wenbo Song1,2, Ming Ma1,2, Wenjing Zhang1,2
1School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin 300131, China. zhanghy@hebut.edu.cn.
Abstract:
A convenient method to synthesize ethyl 4-(bromomethyl)thiophene-3-carboxylate derivatives has been developed via a visible-light-induced radical process in good yields and with wide functional group tolerance under air conditions and at ambient temperature. The present protocol has the advantages of a high atom economy, easy purification, and environmental friendliness as it employs HBr as the bromine source and the cheap and low-toxic H2O2 as the oxidant. The synthetic utility of this method is demonstrated by a gram scale reaction and its application in the innovative synthesis of the clinical drug relugolix.
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