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Synthesis 2000; 2000(1): 139-143
DOI: 10.1055/s-2000-6218
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Stepwise α-Bromination of 1,1-Dihaloalkenes

Shengming Ma* , Bin Xu, Shimin Zhao
  • *Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354, Fenglin Lu, Shanghai 200032, P. R. China; Fax +86 (21) 64 16 61 28; E-mail: masm@pub.sioc.ac.cn
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Publication Date:
31 December 2000 (online)

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A series of 1,1-dihaloalkenes were stepwise brominated using N-bromosuccinimide (NBS) under the catalysis of benzoyl peroxide (BPO) to afford the corresponding bromination products in moderate to high yields.

stepwise α-bromination - gem-dihaloalkenes - N-bromosuccinimide - Wohl - Ziegler reaction - allylic bromide - halides - radical reactions