Synlett 2004(3): 461-464  
DOI: 10.1055/s-2004-815410
LETTER
© Georg Thieme Verlag Stuttgart · New York

(Diacetoxyiodo)benzene-Lithium Bromide as a Convenient Electrophilic Br+ Source

D. Christopher Braddock*a, Gemma Cansella, Stephen A. Hermitageb
a Department of Chemistry, Imperial College London, South Kensington, London, SW7 2AZ, UK
b GlaxoSmithKline Ltd, Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK
Fax: +44(207)5945805; e-Mail: c.braddock@imperial.ac.uk;
Further Information

Publication History

Received 9 December 2003
Publication Date:
12 January 2004 (online)

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Abstract

A mild and versatile procedure for the bromination of olefins and activated arenes by in situ generation of ‘Br+’ using (diacetoxyiodo)benzene and lithium bromide is presented. The reactions were carried out in open vessels at room temperature and were typically complete in 30 minutes. The brominated products were isolated by column chromatography, which also allowed for the isolation of the iodobenzene by-product for recycle.