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Mild Regioselective Monobromination of Activated Aromatics and Heteroaromatics with N-Bromosuccinimide in Tetrabutylammonium Bromide

Nemai C. Ganguly*, Prithwiraj De, Sanjoy Dutta

*Department of Chemistry, University of Kalyani, Kalyani- 741 235, India, Email:

N. C. Ganguly, P. De. S. Dutta, Synthesis, 2005, 1103-1108.

DOI: 10.1055/s-2005-861866

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A highly regioselective bromination of activated aromatic compounds has been accomplished using N-bromosuccinimide in tetrabutylammonium bromide. Predominant para-selective monobromination of activated aromatics, rate acceleration for less reactive substrates on addition of acidic montmorillonite K-10 clay, with or without microwave assistance, are the notable features of this protocol.

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Key Words

bromination, ionic liquids, tetrabutylammonium bromide, N-bromosuccinimide, aromatics, heteroaromatics, regioselectivity

ID: J66-Y2005-740