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

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.

bromination - ionic liquid - tetrabutylammonium bromide - N-bromosuccinimide - aromatics - heteroaromatics - regioselectivity

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