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Hydrobromination of alkenes with PBr3/SiO2: a simple and efficient regiospecific preparation of alkyl bromides

The reaction of several alkenes with 0.4 mol equiv. PBr3/SiO2 in dichloromethane at room temperature gave the alkyl bromides with Markovnikov regiospecificity in 50 - 100% yield and short reaction time. Isoprene at - 8 °C in these conditions gave 1-bromo-3-methyl-2-butene only (54%).

alkenes; bromides; electrophilic addition; regiospecificity; silica


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