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

Chunxiang Kuang*, Hisanori Senboku and Masao Tokuda

*Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan, Email: kuangch.wani.osaka-u.ac.jp

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

DOI: 10.1016/j.tet.2004.10.102

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Abstract

(E)-β-Arylvinyl bromides were efficiently and stereoselectively prepared in high yields by microwave irradiation of the corresponding anti-3-aryl-2,3-dibromopropanoic acids in AcOH in the presence of AgOAc.

see article for more examples

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Synthesis of (Z)-1-bromo-1-alkenes and terminal alkynes from anti-2,3-dibromoalkanoic acids by microwave-induced reaction

C. Kuang, Q. Yang, H. Senboku, M. Tokuda, Tetrahedron, 2005, 61, 4043-4052.

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

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

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Key Words

(E)-β-arylvinyl bromides, anti-3-Aryl-2,3-dibromopropanoic acids, silver acetate, microwave synthesis

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ID: J72-Y2005-2800