Four-component α-bromo-β-phosphoalkoxylation of aromatic α,β-unsaturated carbonyl compounds

Abstract

Novel α-bromo-β-phosphoalkoxylated carbonyl compounds were produced in moderate to excellent yields via highly selective four-component reaction involving NBS, a cyclic ether, an organic phosphate and an aromatic α,β-unsaturated carbonyl compound. A number of experimental observations suggested that the reaction is likely initiated by an acid mediated nucleophilic conjugate addition followed by electrophilic trapping the enol intermediate and subsequent ring-opening of the cyclic ether.