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Visible-light induced photocatalyst-free difluoromethylation of quinoxalinones with difluorosulfones

Authors :
Linlin Shi
Tiantian Li
Wenjing Zhang
Weinan Hu
Xinju Zhu
Yixin Lu
Guang-Jian Mei
Source :
Green Synthesis and Catalysis, Vol 5, Iss 4, Pp 277-281 (2024)
Publication Year :
2024
Publisher :
KeAi Communications Co. Ltd., 2024.

Abstract

Visible-light induced direct C–H difluoromethylation of quinoxalinones with 2-((difluoromethyl)sulfonyl)benzo[d]thiazole has been developed for the first time. A broad range of quinoxalinones were well tolerated and reacted with difluorosulfone smoothly to give the corresponding products in moderate to good yields. Notably, no external photocatalyst or oxidant was required, which provides a practical and green protocol to access difluoromethylated quinoxalinones. Finally, the control experiments demonstrated a radical mechanism, and the density functional theory (DFT) calculations indicated the radicals were generated through the formation of an electron donor−acceptor (EDA) complex.

Details

Language :
English
ISSN :
26665549
Volume :
5
Issue :
4
Database :
Directory of Open Access Journals
Journal :
Green Synthesis and Catalysis
Publication Type :
Academic Journal
Accession number :
edsdoj.3d530f84f3b14dcea9ccdb8257aa5b38
Document Type :
article
Full Text :
https://doi.org/10.1016/j.gresc.2023.08.002