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Synthesis 2013; 45(11): 1497-1504
DOI: 10.1055/s-0033-1338431
DOI: 10.1055/s-0033-1338431
paper
Fast and Efficient Bromination of Aromatic Compounds with Ammonium Bromide and Oxone
Further Information
Publication History
Received: 05 February 2013
Accepted after revision: 28 March 2013
Publication Date:
14 May 2013 (online)
Abstract
A highly efficient, rapid and regioselective protocol was developed for the ring bromination of aromatic compounds under mild conditions with ammonium bromide as a source of bromine source and Oxone® (potassium peroxysulfate) as an oxidant. No metal catalyst or acidic additive is required. A variety of aromatic compounds, including methoxy, hydroxy, amino, and alkyl arenes, reacted smoothly to give the corresponding monobrominated products in good to excellent yields in very short reaction times. Moreover, dibromination of deactivated anilines to give the corresponding dibromides proceeded in high yields. Interestingly, 1-(2-naphthyl)ethanone provided a ring-brominated product.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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