PAPER	Synthesis 2004: 2641-2644   DOI: 10.1055/s-2004-831232
© Georg Thieme Verlag Stuttgart · New York
A Convenient Halogenation of α,β-Unsaturated Carbonyl Compounds with OXONE® and Hydrohalic Acid (HBr, HCl)
Kyoung-Mahn Kim*, In-Hwan Park
Korea Research Institute of Chemical Technology, Yusong P. O. Box 107, Taejon 305-600, Korea Fax: +11(8)428614151; e-Mail: kmkim@pado.krict.re.kr;
Received 17 June 2004

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.

Key words

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