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Communication
Copper(II) Triflate-Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans
Article first published online: 11 SEP 2007
DOI: 10.1002/adsc.200700234
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Zhan, Z.-p., Wang, S.-p., Cai, X.-b., Liu, H.-j., Yu, J.-l. and Cui, Y.-y. (2007), Copper(II) Triflate-Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans. Adv. Synth. Catal., 349: 2097–2102. doi: 10.1002/adsc.200700234
Publication History
- Issue published online: 18 SEP 2007
- Article first published online: 11 SEP 2007
- Manuscript Revised: 7 JUL 2007
- Manuscript Received: 9 MAY 2007
Keywords:
- copper(II) triflate;
- enoxysilanes;
- furans;
- nucleophilic substitution;
- propargylic acetates
Abstract
A novel and efficient procedure for the synthesis of γ-alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper(II) triflate, has been developed. The substitution reaction can be followed by a 4-toluenesulfonic acid-catalyzed cyclization without purification of the γ-alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.