A Facile One-Pot Synthesis of α-Bromo-α,β-unsaturated Esters from Alcohols

Abstract

Treatment ofN-bromosuccinimide (NBS) with (carboethoxymethylene) triphenylphosphorane (1) in CH2Cl2 followed by the addition of an alcohol in the presence of manganese dioxide under ultrasonic irradiation constitutes a stereoselective one-pot procedure for the preparation of Z-configured α–bromo-α,β-unsaturated esters in good to excellent yield.

Keywords

• one-pot synthesis
• bromoylides
• oxidation
• α–bromo-α,β-unsaturated esters