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Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source

Lei Wang, Lele Zhai, Jinyan Chen, Yulin Gong, Peng Wang, Huilin Li* and Xuegong She

*College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, Gansu, P. R. China, Email: lihuilinlzu.edu.cn

L. Wang, L. Zhai, J. Chen, Y. Gong, P. Wang, H. Li, X. She, J. Org. Chem., 2022, 87, 3177-3183.

DOI: 10.1021/acs.joc.1c02906


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Abstract

A direct 1,2-dibromination of alkenes with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as bromine source proceeds under mild reaction conditions without the use of a catalyst and an external oxidant. Various sorts of alkene substrates are transformed into the corresponding 1,2-dibrominated products in good to excellent yields and exclusive diastereoselectivity.

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Key Words

dibromination, 1,3-dibromo-5,5-dimethylhydantoin


ID: J42-Y2022