LINEAR AND ANGULAR ANALOGS OF 5-METHOXYFUROCOUMARIN

Authors
ANTONELLO C ZAGOTTO G MIRANDA R URIARTE E
Citation
C. Antonello et al., LINEAR AND ANGULAR ANALOGS OF 5-METHOXYFUROCOUMARIN, Bulletin des Societes chimiques belges, 103(11), 1994, pp. 651-653
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
103
Issue
11
Year of publication
1994
Pages
651 - 653
Database
ISI
SICI code
0037-9646(1994)103:11<651:LAAAO5>2.0.ZU;2-U
Abstract
Formation of the furan ring of 5-methoxyfurocoumarins by cyclization o f the corresponding keto-ether gave angular and linear isomers in rati os varying between 3:1 and 3:2 in favour of the angular isomer. Starti ng 7-hydroxy-5-methoxy-4-methylcoumarin (5) and its 5-hydroxy-7-methox y isomer (6) were obtained in approximately 1:1 ratio by Pechman react ion of 5-methoxyresorcinol (4) and ethyl acetoacetate. All products we re isolated by flash chromatography and characterized by NOE spectrosc opy.