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Stereoselective Synthesis of (E)-β-Arylvinyl Bromides by Microwave-Induced Hunsdiecker-Type Reaction

Chunxiang Kuang*, Qing Yang, Hisanori Senboku, Masao Tokuda

*Department of Materials Chemistry, Graduate School of Engineering, Osaka University, Suita 565-0871, Japan, Email: kuangch.wani.osaka-u.ac.jp

C. Kuang, Q. Yang, H. Senboku, M. Tokuda, Synthesis, 2005, 1319-1325.

DOI: 10.1055/s-2005-865283


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Abstract

(E)-β-Arylvinyl bromides were readily prepared in a short reaction time (1-2 min) by microwave irradiation of the corresponding 3-arylpropenoic acids in the presence of N-bromosuccinimide and a catalytic amount of lithium acetate.

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Stereoselective synthesis of (E)-β-arylvinyl bromides by microwave-induced reaction of anti-3-aryl-2,3-dibromopropanoic acids using an AgOAc–AcOH system

C. Kuang, H. Senboku, M. Tokuda, Tetrahedron, 2005, 61, 637-642.


Key Words

(E)-β-arylvinyl bromides, α,β-unsaturated carboxylic acids, stereoselective synthesis, microwave irradiation, Hunsdiecker-type reaction, N-bromosuccinimide


ID: J66-Y2005-850