학술논문
Functionalization of methyl 3-acetyl-5-[(methoxycarbonyl)amino]-2-methyl-1 H-indole-1-carboxylate.
Document Type
Article
Author
Source
Subject
*INDOLE derivatives
*SELENIUM dioxide
*ACETIC acid
*URETHANE
*HETEROCYCLIC compounds
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Language
ISSN
1070-4280
Abstract
Oxidative heterocyclization of methyl 3-{1-[2-(carbamoylhydrazinylidene)]ethyl}-2-methyl-5-[(methoxycarbonyl)amino]-1 H-indole-1-carboxylate by the action of selenium dioxide in acetic acid and heating of the corresponding thiosemicarbazone in boiling acetic anhydride gave 1,2,3-selenadiazole and 2,3-dihydro-1,3,4-thiadiazole derivatives, respectively. Methyl 3-acetyl-2-methyl-5-[(methoxycarbonyl)amino]-1 H-indole-1-carboxylate reacted with selenium dioxide in dioxane-water (30: 1) at 80-90°C to form methyl 5-[(methoxycarbonyl)amino]-2-methyl-3-(2-oxoacetyl)-1 H-indole-1-carboxylate whose condensation with o-phenylenediamine afforded methyl 2-methyl-5-[(methoxycarbonyl)amino]-3-(quinoxalin-2-yl)-1 H-indole-1-carboxylate. [ABSTRACT FROM AUTHOR]