Synlett
DOI: 10.1055/s-0036-1588506
letter
© Georg Thieme Verlag Stuttgart · New York

Mild and Efficient Vicinal Dibromination of Olefins Mediated by Aqueous Ammonium Fluoride

Wing Hin Ng, Tony K. M. Shing*, Ying-Yeung Yeung*
  • Department of Chemistry, The Chinese University of Hong Kong, Shatin, NT, Hong Kong, P. R. of China   Email: yyyeung@cuhk.edu.hk
We thank the Research Grant Council of the Hong Kong Special Administration Region (RGC Ref. No. CUHK14315716) and The Chinese University of Hong Kong Direct Grant (no. 4053203) for financial support. The equipment was partially supported by the Faculty Strategic Fund for Research from the Faculty of Science of the Chinese University of Hong Kong.
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Publication History

Received: 17 May 2017

Accepted after revision: 23 June 2017

Publication Date:
08 August 2017 (eFirst)

Abstract

A mild and efficient vicinal dibromination of olefins has been developed by using saturated aqueous ammonium fluoride solution as the promoter. Inexpensive and commercially available N-bromosuccinimide (NBS) was used as the brominating reagent. The corresponding vicinal dibromoalkanes could be obtained in good to excellent yields.

Supporting Information