A very rapid and efficient method has been developed for the synthesis of vicinal bromohydrins and alkoxybromides directly from an olefin without any catalyst. The reaction was performed in CH3CN-water (4:1) or alcohol using N,N-dibromo-p-toluenesulfonamide (TsNBr2) as the brominating agent. Excellent yields and regio- and stereoselectivities have been obtained. Bromohydrins are formed instantaneously, whereas formation of alkoxybromides takes 30-60 min.

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N,N-dibromo-p-toluenesulfonamide (TsNBr 2 ) has been found to be a new reagent for bromination of aromatic compounds. The reaction is extremely fast which goes into completion instantaneously at ambient temperature to produce exclusively the corresponding polybrominated product. This procedure is applicable to various phenols, anisole and anilines to give corresponding polybrominated compound as single product in excellent yield.

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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.