Studies on quinones. Part 32. Regioselective synthesis of benz[b]phenantridines related to phenantroviridone
Loading...
Date
1999
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Abstract
The Diels-Alder reaction of juglone (4) and bromojuglone 18 with 1-cyclohesenecarbosaldehyde dimethylhydrazone (3) is described. Through these cycloaddition reactions 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione (5) was obtained in 55 and 78% yield, respectively. Oxidation of 5 to 8-hydroxybenz[b]phenantridin-7,12-dione (6) and 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-1,7,12-trione (15) is also reported. (C) 1999 Elsevier Science Ltd. All rights reserved.
Description
Keywords
phenantroviridone, Diels-Alder reactions, angular quinones, azadienes, DIELS-ALDER REACTION, PHENANTHROVIRIDIN AGLYCON, ANTIBIOTICS, RABELOMYCIN, BENZ<A>ANTHRAQUINONES, BROMONAPHTHOQUINONES, ANTHRAQUINONES, ANGUCYCLINES, DERIVATIVES, PALLADIUM