Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C(sp2)‐H Selenylation of Uracils

Author:

Zeng Zhouting1,Zhao Feng2,Wei Huaixin3,Yu Mingming4,Cai Jinhui1ORCID

Affiliation:

1. College of Chemistry and Chemical Engineering University of South China Hengyang 421001 China

2. Hunan Provincial Key Laboratory for Synthetic Biology of Traditional Chinese Medicine School of Pharmaceutical Sciences Hunan University of Medicine Huaihua Hunan 418000 China

3. School of Chemistry and Life Science Suzhou University of Science and Technology Suzhou Jiangsu 215009 China

4. School of Chemistry and Chemical Engineering Zhejiang Sci‐Tech University Xiasha West Higher Education District Hangzhou 310018 China

Abstract

AbstractHerein, an efficient method for the synthesis of 5‐arylselenyluracils via bromide‐catalyzed selective C(sp2)‐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.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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