Gs. Gadaginamath et Rr. Kavali, SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF NOVEL 7-ACETYL-2-CARBOXY-3,6-DIMETHYLFURO [2,3-F] INDOLES, Indian Journal of Heterocyclic Chemistry, 8(1), 1998, pp. 39-42
Substituted 3,6-diacetyl-5-hydroxyindoles (2a-c) were prepared by subj
ecting 3-acetyl-5-hydroxyindoles (1a-c) to regioselective Friedel Craf
t's acetylation with CH3COCl and AlCl3 in nitrobenzene. These indoles
(2a-c) were made to react with methyl chloroacetate and anhyd K2CO3 in
dry acetone to afford the desired -diacetyl-5-methoxycarbonylmethoxy-
2-methylindoles (3a-c) which were cyclized with anhyd K2CO3 in refluxi
ng ethanol to yield 7-acetyl-2-carboxy-3,6-dimethylfuro [2,3-f] indole
derivatives (4a-c). All these new heterocycles were screened for thei
r antibacterial and antifungal activities.