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| PAPER | Synthesis 2005: 1103-1108
DOI: 10.1055/s-2005-861866 |
© Georg Thieme Verlag Stuttgart · New York
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Mild Regioselective Monobromination of Activated Aromatics and Heteroaromatics with N-Bromosuccinimide in Tetrabutylammonium Bromide
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| Nemai C. Ganguly*, Prithwiraj De, Sanjoy Dutta |
Department of Chemistry, University of Kalyani, Kalyani- 741 235, India
Fax: +91(33)25828282; e-Mail: nemai_g@yahoo.co.in;
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Received
19 November 2004 |
Abstract
Highly regioselective nuclear bromination of activated aromatic and heteroaromatic compounds has been accomplished using N-bromosuccinimide in tetrabutylammonium bromide. Predominant para-selective monobromination of activated aromatics such as phenols and anilines, rate acceleration of bromination for moderately activated and less reactive substrates on addition of acidic montmorillonite K-10 clay, with or without microwave assistance, are the notable features of this protocol. Key words
bromination - ionic liquid - tetrabutylammonium bromide - N-bromosuccinimide - aromatics - heteroaromatics - regioselectivity
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