One-pot synthesis of substituted pyrrolo[3,4- b ]pyridine-4,5-diones based on the reaction of N -(1-(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines

The condensation of primary amines with -(1-(4-hydroxy-6-methyl-2-oxo-2 -pyran-3-yl)-2-oxo-2-arylethyl)acetamides was explored. Thus, a previously unknown recyclization of the starting material was observed in acidic ethanol in the presence of an amine, which provided the corresponding dihydropyrrol...

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Veröffentlicht in:Beilstein journal of organic chemistry 2019-11, Vol.15 (1), p.2840-2846
Hauptverfasser: Melekhina, Valeriya G, Komogortsev, Andrey N, Lichitsky, Boris V, Mityanov, Vitaly S, Fakhrutdinov, Artem N, Dudinov, Arkady A, Migulin, Vasily A, Nelyubina, Yulia V, Melnikova, Elizaveta K, Krayushkin, Michail M
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Sprache:eng
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Zusammenfassung:The condensation of primary amines with -(1-(4-hydroxy-6-methyl-2-oxo-2 -pyran-3-yl)-2-oxo-2-arylethyl)acetamides was explored. Thus, a previously unknown recyclization of the starting material was observed in acidic ethanol in the presence of an amine, which provided the corresponding dihydropyrrolone derivative as the major reaction product. Based on this transformation, a practical and convenient one-pot synthetic method for substituted pyrrolo[3,4- ]pyridin-5-ones could be devised.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.15.277