K2S2O8–Promoted C3-Bromination of Heteroarenes with Sodium Bromide

The Journal of Organic Chemistry 2026

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Authors: Yucai Tang, Jiale Liu, Jiaming Huang, Yao Duan, Weiming Xia, Na Long, Kairui Zhang, Zi Yang, Wei‐Min He
DOI: 10.1021/acs.joc.6c01075
Cited by: 1
References: 62

Abstract

A K2S2O8-promoted C3-bromination of heteroarenes using sodium bromide was developed. This method provides efficient access to a broad array of C3-brominated heteroarenes, including quinoxalin-2(1H)-ones, cinnolin-4(1H)-ones, coumarins, and oxazinone derivatives, in moderate to good yields (38 examples). Notably, this approach is applicable to both the late-stage functionalization of complex pharmaceutical agents and gram-scale synthesis. Mechanistic studies indicate that trifluoroacetic acid plays a crucial role in the reaction.

Fields of Study & Subjects

Vanadium and Halogenation Chemistry Synthesis and Biological Evaluation Catalytic C–H Functionalization Methods

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
32
Pages
10905–10916
Publication date
30 July 2026
Language
EN