A Convenient Halogenation of α,β-Unsaturated Carbonyl Compounds with OXONE ^® and Hydrohalic Acid (HBr, HCl)

Abstract

Mixtures of OXONE ^® and hydrobromic acid or hydrochloric acid afford solutions of bromine or chlorine, respectively. α-Bromo- or α-chloro-α,β-unsaturated carbonyl compounds were prepared by addition of hydrobromic acid or hydrochloric acid to the mixture of α,β-unsaturated carbonyl compounds and OXONE ^® in CH₂Cl₂ followed by treatment of Et₃N in moderate to good yields.

halogenation - OXONE ^® - hydrobromic acid - hydrochloric acid - α,β-unsaturated carbonyl compounds

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