Bromide‐Catalyzed Site‐Selective C–H Selenylation of Pyridones With Se Powder and Boronic Acids

Abstract Herein, a metal‐free and general platform for the direct (di‐ or mono‐)selenylation at the C3 and C5 position of pyridones via bromide catalysis, using Se powder and boronic acids as the selenyl precursors, was successfully disclosed. This strategy proceeded with high site‐selectivity under the directing group‐free and transition‐metal‐free conditions. Simple catalytic system, high efficiency, operational simplicity, excellent functional group tolerance, strong chemical‐oxidant free, and easily scale‐up, were shown in this method. Furthermore, the mechanistic experiments indicated that a radical pathway was possibly involved.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-12-08
DOI
https://doi.org/10.1002/ajoc.70273
Citations
1
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
1.31
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Bromide‐Catalyzed Site‐Selective C–H Selenylation of Pyridones With Se Powder and Boronic Acids

Ying Xia, Feng Zhao, Jinhui Cai, Zi Yang et al.
1 citations
Asian Journal of Organic Chemistry
Organoselenium and organotellurium chemistry
1.31
article

Bromide‐Catalyzed Site‐Selective C–H Selenylation of Pyridones With Se Powder and Boronic Acids

Ying Xia, Feng Zhao, Jinhui Cai, Zi Yang, Mingming Yu, Wenting Zhang, Zijing Xing, Huimei Zhong
article en
1 citations

Abstract

Abstract Herein, a metal‐free and general platform for the direct (di‐ or mono‐)selenylation at the C3 and C5 position of pyridones via bromide catalysis, using Se powder and boronic acids as the selenyl precursors, was successfully disclosed. This strategy proceeded with high site‐selectivity under the directing group‐free and transition‐metal‐free conditions. Simple catalytic system, high efficiency, operational simplicity, excellent functional group tolerance, strong chemical‐oxidant free, and easily scale‐up, were shown in this method. Furthermore, the mechanistic experiments indicated that a radical pathway was possibly involved.

Asian Journal of Organic ChemistryVol. 15(1)
Zhejiang Sci-Tech University (CN), Hunan University of Traditional Chinese Medicine (CN), Changsha Medical University (CN), University of South China (CN)
Openalex Percentile: Top 16%
Organoselenium and organotellurium chemistry
1.31
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