SYNTHESIS OF HYDROXY NAPHTHAZARINS

Authors
FARINA F FERNANDEZ E GIMENO V VALDERRAMA JA
Citation
F. Farina et al., SYNTHESIS OF HYDROXY NAPHTHAZARINS, Anales de quimica, 91(3-4), 1995, pp. 220-229
Citations number
30
Categorie Soggetti
Chemistry
Journal title
Anales de quimica → ACNP
ISSN journal
11302283
Volume
91
Issue
3-4
Year of publication
1995
Pages
220 - 229
Database
ISI
SICI code
1130-2283(1995)91:3-4<220:SOHN>2.0.ZU;2-4
Abstract
A variety of naphthazarines type 4 and 8 were prepared through Diels-A lder reactions of substituted 1,4-benzoquinones with 1,3-dienes. Thiel e-Winter reaction of 5 afforded 6 which by chromic oxidation yielded n aphthazarines 7 and/or naphthoquinones 9. Hydroxynaphthazarines of typ e 8 were synthesized from 5 through 2,3-epoxides of the type 14. The s tructural study of the products, by H-1-NMR, showed the typical tautom erism of the naphthazarine system.