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Bromination of Olefins with HBr and DMSO

Megha Karki and Jakob Magolan*

*Department of Chemistry, University of Idaho, Moscow, Idaho 83844, United States, Email: jmagolanuidaho.edu

M. Karki, J. Magolan, J. Org. Chem., 2015, 80, 3701-3707.

DOI: 10.1021/acs.joc.5b00211 (free Supporting Information)


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Abstract

In an oxidative bromination of alkenes to 1,2-dibromo alkanes with HBr, dimethyl sulfoxide serves as the oxidant as well as cosolvent. Whereas simple olefins are brominated in very good yields, three of six styrene derivatives yielded bromohydrins under the reaction conditions.

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Key Words

1,2-dibromoalkanes, DMSO


ID: J42-Y2015