Synfacts 2007(6): 0638-0638  
DOI: 10.1055/s-2007-968546
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Practical and Economic Zinc Chloride-Catalyzed Synthesis of Substituted Furans

Contributor(s): Paul Knochel, Tobias Thaler
A. Sniady, A. Durham, M. S. Morreale, K. A. Wheeler, R. Dembinski*
Oakland University, Rochester and Eastern Illinois University, Charleston, USA
Further Information

Publication History

Publication Date:
22 May 2007 (online)

Significance

The ZnCl2-catalyzed cycloisomeri­zation of alk-3-ynones offers a simple and direct access to highly substituted furans. It is a practical and economic alternative towards cycloisomerization protocols that involve expensive gold catalysts. The reaction proceeds at ambient temperature and tolerates functional groups such as a propargyl ester functionality. The respective products could be isolated in high yields after relatively short reaction times and an easy-to-handle workup.