Synthesis 2007(11): 1649-1654  
DOI: 10.1055/s-2007-966058
PAPER
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Cross-Coupling Reactions of Bromoalkynols with Terminal Alkynes in Supercritical Carbon Dioxide

Huan-Feng Jiang*, A-Zhong Wang
College of Chemistry, South China University of Technology, Guangzhou 510640, P. R. of China
Fax: +86(20)87112906; e-Mail: jianghf@scut.edu.cn;
Further Information

Publication History

Received 12 March 2007
Publication Date:
11 May 2007 (online)

Abstract

Copper-catalyzed cross-coupling reactions of bromo­alkynols and terminal alkynes were carried out in supercritical carbon dioxide (scCO2) to afford the corresponding unsymmetrical diynes with good yields. The reaction is sensitive to temperature and the pressure of CO2. Methanol, as a cosolvent of scCO2, could promote dissolution of the inorganic salt and thus facilitated the reaction. This new heterocoupling reaction system is more environmentally friendly than more traditional methods, since it uses scCO2 as solvent and sodium acetate as base instead of amines.