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A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide

Rui Ding, Jiaqi Li, Wenyi Jiao, Mengru Han, Yongguo Liu, Hongyu Tian*, Baoguo Sun*

*Beijing Key Laboratory of Flavor Chemistry, Beijing Technology and Business University, Beijing, 100048, P. R. of China, Email: tianhybtbu.edu.cn, sunbgbtbu.edu.cn

R. Ding, J. Li, W. Jiao, M. Han, Y. Liu, H. Tian, B. Sun, Synthesis, 2018, 50, 4325-4335.

DOI: 10.1055/s-0037-1609560


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Abstract

The combination of DMSO and oxalyl bromide is a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination offers mild conditions, low cost, short reaction times, and provides dibromides and α-bromoketones in excellent yields.


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Key Words

bromination, dimethyl sulfoxide, oxalyl bromide, alkenes, alkynes, ketones, 1,2-dibromoalkanes, bromodimethylsulfonium salt


ID: J66-Y2018