Visible-Light-Induced Aerobic Dehydrogenative Couplings of Quinoxalin-2(1H)-ones with Aldehydes

doi:10.6023/cjoc202512050

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可见光诱导氧气氧化喹喔啉酮与醛的脱氢偶联

张轶翕^a, 庞利娟^b,*, 黄华文^a,c,*

^a湘潭大学化学学院湖南湘潭 411105;
^b金华理工高等研究院金华 321004;
^c河南师范大学化学化工学院河南新乡 453007

收稿日期:2025-12-21 修回日期:2026-02-05
基金资助:
金华市科学技术局(No. 2024-4-058)和金华理工高等研究院(No. Q202407)资助项目.

Visible-Light-Induced Aerobic Dehydrogenative Couplings of Quinoxalin-2(1H)-ones with Aldehydes

Yixi Zhang^a, Lijuan Pang^b,*, Huawen Huang^a,c,*

^aCollege of Chemistry, Xiangtan University, Xiangtan, 411105;
^bJinhua Advanced Research Institute, Jinhua, 321004;
^cSchool of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007

Received:2025-12-21 Revised:2026-02-05
Contact: *E-mail: panglijuan1991@163.com; hwhuang@xtu.edu.cn
Supported by:
Jinhua Science and Technology Bureau (No. 2024-4-058) and Project of Jinhua Advanced Research Institute (No. Q202407).

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Abstract

While Minisci acylation of heteroaromatics has been well established, herein we report a mild and sustainable dehydrogenative couplings of quinoxalin-2(1H)-ones with aldehydes under photocatalyst-free visible-light-driven aerobic conditions. This method enables viable construction of a wide range of structurally valuable 3-acylquinoxalin-2(1H)-ones with good efficiency and broad functional group tolerance. Mechanistic studies have shown that quinoxalin-2(1H)-one bromide in situ formed can absorb visible light, thereby activating oxygen to oxidize bromide ions to form bromine radicals. Bromine radicals mediate the hydrogen atom transfer from aldehydes to form acyl radicals.

Key words: photoredox catalysis, heteroaromatics, acylation, aerobic oxidation coupling

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Yixi Zhang, Lijuan Pang, Huawen Huang. Visible-Light-Induced Aerobic Dehydrogenative Couplings of Quinoxalin-2(1H)-ones with Aldehydes[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202512050.

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可见光诱导氧气氧化喹喔啉酮与醛的脱氢偶联

Visible-Light-Induced Aerobic Dehydrogenative Couplings of Quinoxalin-2(1H)-ones with Aldehydes

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