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

Chunxiang Kuang*, Qing Yang, Hisanori Senboku and 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, Tetrahedron, 2005, 61, 4043-4052.

DOI: 10.1016/j.tet.2005.02.043

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Abstract

(Z)-1-Bromo-1-alkenes were stereoselectively efficiently prepared in high yields by microwave irradiation of the corresponding anti-2,3-dibromoalkanoic acids in DMF using Et₃N as base. Microwave-assisted one-pot syntheses of terminal alkynes and enynes from 2,3-dibromoalkanoic acids were also developed.

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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

(Z)-1-Bromo-1-alkenes, anti-2,3-Dibromoalkanoic acids, Terminal alkynes, Microwave irradiation

ID: J72-Y2005-2910