The authors are grateful to the European Network IDECAT for support and to the China Scholarship Council for a grant to M.Z.
Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)- and Copper(II)-Catalyzed Processes†
Article first published online: 23 JAN 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 9, pages 1681–1684, February 16, 2009
How to Cite
Zhang, M., Jiang, H.-F., Neumann, H., Beller, M. and Dixneuf, Pierre H. (2009), Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)- and Copper(II)-Catalyzed Processes. Angew. Chem. Int. Ed., 48: 1681–1684. doi: 10.1002/anie.200805531
- Issue published online: 10 FEB 2009
- Article first published online: 23 JAN 2009
- Manuscript Received: 12 NOV 2008
- European Network IDECAT
- China Scholarship Council
- dienyl ethers;
Step in time: 2,5-Disubstituted furans can be prepared from terminal alkynes in one pot using two successive catalytic reactions (see scheme; p-TSA=para-toluenesulfonic acid). First, a 1,3-dienyl alkyl ether is produced by the dimerization of a terminal alkyne and addition of an alcohol catalyzed by [RuCp*(NCMe)3][PF6]. Then, consecutive hydrolysis and cyclization catalyzed by CuCl2 provides the 2,5-disubstituted furan.