Synthesis of 6-Alkoxy- and 1,6-Dialkoxy-4-amino-1-aryl-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitriles

Autor:	O. V. Kayukova, A. A. Mikhaylov, Arthur A. Grigor’ev, Ya. S. Kayukov, S. V. Karpov
Rok vydání:	2020
Předmět:	010405 organic chemistry Chemistry Aryl Organic Chemistry Regioselectivity Ring (chemistry) 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Furan Pyridine Alkoxy group Nucleophilic substitution Pyrrole
Zdroj:	Russian Journal of Organic Chemistry. 56:1187-1190
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428020070106
Popis:	Base-catalyzed reaction of 3-aroyl-6-halopyridine-3,5-dicarbonitriles with alcohols involved successive regioselective pyrrole ring fusion at the pyridine [c] side and nucleophilic substitution of chlorine. Pyrrole ring closure is the result of initial formation of furan ring with participation of the carbonyl and cyano groups, followed by iminolactone–lactam rearrangement. The reaction in anhydrous alcohol afforded 1,6-dialkoxy-4-amino-1-aryl-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitriles. If water was present in the alcohols, the products were 6-alkoxy-4-amino-1-aryl-1-hydroxy-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitriles.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::99aae1afc84209ab20a8d8927ac7dac2 https://doi.org/10.1134/s1070428020070106 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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