Yu. A. Kovygin, Ya. Yu. Kulichikhina, I. S. Zotova, K. O. Karelina, M. A. Prezent, A. N. Fakhrutdinov, Kh. S. Shikhaliev, “A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of <em>N</em>-arylitaconimides with 3-aminocrotonates”, Mendeleev Commun., 2025, Volume 35, Issue 6,Pages <nobr>726

Communications

A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates

Yu. A. Kovygin^a, Ya. Yu. Kulichikhina^a, I. S. Zotova^a, K. O. Karelina^a, M. A. Prezent^b, A. N. Fakhrutdinov^b, Kh. S. Shikhaliev^a

^a Department of Chemistry, Voronezh State University, 394018 Voronezh, Russian Federation
^b N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

Abstract: N-Arylitaconimides undergo smooth recyclization with 3-aminocrotonic esters to afford 6-alkyl-3-(2-anilino-2-oxoethyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxylates when heated in acetic acid. The product structure has been established by NMR, which allows one to rule out the formation of other alternative heterocyclic derivatives.

Keywords: itaconimides, enamines, aminoalkenoates, pyridones, hetarylacetanilides, recyclization, domino reaction

Received: 08.04.2025
Accepted: 09.06.2025

Language: English

DOI: 10.71267/mencom.7794

	*Supplementary materials:*
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