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

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Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-02-08 , DOI: 10.1021/acs.joc.1c02906
Lei Wang ₁ , Lele Zhai ₁ , Jinyan Chen ₁ , Yulin Gong ₁ , Peng Wang ₁ , Huilin Li ₁ , Xuegong She ₁

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A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction 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 with broad substrate scope and exclusive diastereoselectivity. This method offers a green and practical approach to synthesize vicinal dibromide compounds.

中文翻译：

使用 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) 作为溴源的烯烃的无催化剂 1,2-Dibromination

使用 1,3-二溴-5,5-二甲基乙内酰脲 (DBDMH) 作为溴源，实现了烯烃的直接 1,2-二溴化方法。该反应在温和的反应条件下进行，无需使用催化剂和外部氧化剂。各种烯烃底物转化为相应的 1,2-二溴化产物，产率从良好到优异，底物范围广，具有独特的非对映选择性。该方法为合成邻二溴化物提供了一种绿色实用的方法。

更新日期：2022-02-08

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