Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one

Citation
Kc. Majumdar et al., Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one, SYN COMMUN, 30(22), 2000, pp. 4047-4056
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
22
Year of publication
2000
Pages
4047 - 4056
Database
ISI
SICI code
0039-7911(2000)30:22<4047:CO3>2.0.ZU;2-3
Abstract
Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one (1) with col d cone. sulfuric acid gave a mixture of two products, 2 (10%) and 3 (80%). However, on treatment with mercuric chloride 1 furnished the linear product 4 in 60% yield while with mercuric acetate the bicyclic product 8 was obta ined in 50% yield. The structures of products are established by chemical c orrelation.