1615-4169/asset/2258_left.gif?v=1&s=480b85eb3acd0e8f47639c75e9ec7a59d53cd074)
Communication
Phase-Transfer-Catalyzed Intramolecular Cyclization of ortho-Alkynyl Phenyl Ether Derivatives for Synthesis of 2,3-Disubstituted Benzo[b]furans
Article first published online: 5 FEB 2010
DOI: 10.1002/adsc.200900649
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Hu, J., Wu, L.-Y., Wang, X.-C., Hu, Y.-Y., Niu, Y.-N., Liu, X.-Y., Yang, S. and Liang, Y.-M. (2010), Phase-Transfer-Catalyzed Intramolecular Cyclization of ortho-Alkynyl Phenyl Ether Derivatives for Synthesis of 2,3-Disubstituted Benzo[b]furans. Adv. Synth. Catal., 352: 351–356. doi: 10.1002/adsc.200900649
Publication History
- Issue published online: 17 FEB 2010
- Article first published online: 5 FEB 2010
- Manuscript Received: 20 SEP 2009
Funded by
- NSF. Grant Numbers: NSF-20872052, NSF-20090443
Keywords:
- benzo[b]furans;
- C
![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
C bond formation; - cyclization;
- metal-free conditions;
- phase-transfer catalysts
Abstract
A variety of substituted benzo[b]furans are readily prepared in good to excellent yields under the mild reaction conditions from o-(1-alkynylphenoxy)-1-phenylethanone under phase-transfer catalysis (PTC). This methodology accommodates simple experimental operations, inexpensive and environmentally benign catalysts, metal catalyst-free conditions, facile reagents and the possibility to conduct large-scale preparations. The development of carbon-carbon bond formation processes via an overall structural isomerization represents the most atom-economical approach.