Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C( <i> sp <sup>2</sup> </i> )‐H Selenylation of Uracils

Abstract Herein, an efficient method for the synthesis of 5‐arylselenyluracils via bromide‐catalyzed selective C( sp 2 )‐H selenylation of uracils using boronic acid and elemental selenium as the selenyl source was successfully developed. This method proceeded smoothly for a series of arylboronic acids and uracils under metal‐free and strong oxidant‐free conditions. This protocol offered simple catalytic conditions, high efficiency, good functional group compatibility, easy operation, and easy scalable. Furthermore, the mechanistic studies suggested that this transformation was possibly undergone via a radical pathway.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-05-28
DOI
https://doi.org/10.1002/ajoc.202500415
Citations
12
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
15.69

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article

Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C( sp 2 )‐H Selenylation of Uracils

Feng Zhao, Jinhui Cai, Huaixin Wei, Mingming Yu et al.
12 citations
Asian Journal of Organic Chemistry
Organoselenium and organotellurium chemistry
15.69
article

Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C( sp 2 )‐H Selenylation of Uracils

Feng Zhao, Jinhui Cai, Huaixin Wei, Mingming Yu, Zhouting Zeng
article en
12 citations

Abstract

Abstract Herein, an efficient method for the synthesis of 5‐arylselenyluracils via bromide‐catalyzed selective C( sp 2 )‐H selenylation of uracils using boronic acid and elemental selenium as the selenyl source was successfully developed. This method proceeded smoothly for a series of arylboronic acids and uracils under metal‐free and strong oxidant‐free conditions. This protocol offered simple catalytic conditions, high efficiency, good functional group compatibility, easy operation, and easy scalable. Furthermore, the mechanistic studies suggested that this transformation was possibly undergone via a radical pathway.

Asian Journal of Organic ChemistryVol. 14(8)
Zhejiang Sci-Tech University (CN), Hunan University of Traditional Chinese Medicine (CN), Suzhou University of Science and Technology (CN), University of South China (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 0%
Organoselenium and organotellurium chemistry
15.69
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