Download PDF
Synthesis 2004(16): 2641-2644  
DOI: 10.1055/s-2004-831232
PAPER
© 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;
Further Information

Publication History

Received 17 June 2004
Publication Date:
11 October 2004 (online)

    Permissions and Reprints All articles of this category

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