A REGIOSPECIFIC SYNTHESIS OF HIGHLY SUBSTITUTED ACRIDONES

Citation
C. Mongrain et P. Brassard, A REGIOSPECIFIC SYNTHESIS OF HIGHLY SUBSTITUTED ACRIDONES, Heterocycles, 36(9), 1993, pp. 2109-2127
Citations number
45
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
36
Issue
9
Year of publication
1993
Pages
2109 - 2127
Database
ISI
SICI code
0385-5414(1993)36:9<2109:ARSOHS>2.0.ZU;2-A
Abstract
The regiospecific substitution of isomeric halogenoquinones by the app ropriate sulfonamide can be carried in the presence of fluoride ions a nd affords the corresponding o-methoxycarbonylanilinoquinones of defin ite structure. After reductive methylation, saponification and cycliza tion, these substrates provide ready access to highly substituted acri dones and benz[b]acridones some of which are difficultly obtained by o ther means.