Regioselective and Diastereoselective Halofunctionalization of Alkenes Promoted by Organophotocatalytic Solar Catalysis

Huili Li, Jianmin Fu, Jundong Fu, Xueji Li, Donglei Wei*, Hou Chen*, Liangjiu Bai, Lixia Yang, Huawei Yang and Wenxiang Wang

*School of Chemistry and Materials Science, Ludong University, Yantai 264025, China, Email: weidongleildu.edu.cn, chenhouldu.edu.cn

H. Li, J. Fu, J. Fu, X. Li, D. Wei, H. Chen, L. Bai, L. Yang, H. Yang, W. Wang, J. Org. Chem., 2023, 88, 6911-6917.

DOI: 10.1021/acs.joc.3c00204

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Abstract

A visible-light metal-free photocatalytic regioselective and enantioselective alkene halofunctionalization reaction of various terminal and internal alkenes provides α-halogenated and α,β-dibrominated derivatives in good to excellent yields within reaction time as short as 5 min. Different types of products can be obtained by adjusting the reaction conditions.

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proposed reaction pathway

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Key Words

bromohydrins, NBS, photochemistry

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ID: J42-Y2023