Methyl 3-cyclopropyl-3-oxopropanoate in the synthesis of heterocycles having a cyclopropyl substituent

Autor:	Nazariy T. Pokhodylo, N. D. Obushak, V. S. Matiichuk
Rok vydání:	2010
Předmět:	Benzaldehyde chemistry.chemical_compound Ammonia Chloroacetone chemistry Organic Chemistry Substituent Organic chemistry Benzoquinone
Zdroj:	Russian Journal of Organic Chemistry. 46:894-897
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428010060199
Popis:	Reactions of methyl 3-cyclopropyl-3-oxopropanoate with chloroacetone and ammonia, benzaldehyde and ammonia, and benzoquinone gave, respectively, methyl 2-cyclopropyl-5-methyl-1H-pyrrole-3-carboxylate, dimethyl 2,6-dicyclopropyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate, and methyl 2-cyclopropyl-5-hydroxy-1-benzofuran-3-carboxylate. Cyclization of methyl 3-cyclopropyl-3-oxopropanoate with ethyl chloro(arylhydrazono)ethanoates and other halohydrazones led to the formation of 3-substituted 1-aryl-5-cyclopropyl-1H-pyrazole-4-carboxylic acids, and 5-cyclopropyl-1-(quinolin-5-yl)-1H-1,2,3-triazole-4-carboxylic acid was obtained by reaction of the title compound with 5-azidoquinolines.
Databáze:	OpenAIRE
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