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

Yuri Alexandrovich Kovygin 1
Yuri Alexandrovich Kovygin
, 
Yana Yuryevna Kulichikhina 1
Yana Yuryevna Kulichikhina
, 
Irina Sergeevna Zotova 1
Irina Sergeevna Zotova
, 
Kristina O. Karelina 1
Kristina O. Karelina
, 
Mikhail Avramovich Prezent 2
Mikhail Avramovich Prezent
, 
Artem Nikolaevich Fakhrutdinov 2
Artem Nikolaevich Fakhrutdinov
, 
Khidmet Sapharovich Shikhaliev 1
Khidmet Sapharovich Shikhaliev
1 Department of Chemistry, Voronezh State University, 394018 Voronezh, Russian Federation
10.71267/mencom.7794
Published 2025-10-21
Communication , Volume 35, Issue 6, 726-728
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Kovygin Y. A. et al. A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 726-728.
GOST all authors (up to 50) Copy
Kovygin Y. A., Kulichikhina Y. Y., Zotova I. S., Karelina K. O., Prezent M. A., Fakhrutdinov A. N., Shikhaliev K. S. A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 726-728.
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TY - JOUR
DO - 10.71267/mencom.7794
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7794
TI - A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates
T2 - Mendeleev Communications
AU - Kovygin, Yuri Alexandrovich
AU - Kulichikhina, Yana Yuryevna
AU - Zotova, Irina Sergeevna
AU - Karelina, Kristina O.
AU - Prezent, Mikhail Avramovich
AU - Fakhrutdinov, Artem Nikolaevich
AU - Shikhaliev, Khidmet Sapharovich
PY - 2025
DA - 2025/10/21
PB - Mendeleev Communications
SP - 726-728
IS - 6
VL - 35
ER -
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@article{2025_Kovygin,
author = {Yuri Alexandrovich Kovygin and Yana Yuryevna Kulichikhina and Irina Sergeevna Zotova and Kristina O. Karelina and Mikhail Avramovich Prezent and Artem Nikolaevich Fakhrutdinov and Khidmet Sapharovich Shikhaliev},
title = {A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7794},
number = {6},
pages = {726--728},
doi = {10.71267/mencom.7794}
}
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Kovygin, Yuri Alexandrovich, et al. “A convenient synthesis of dihydropyridinone dicarboxylic derivatives by the recyclization of N-arylitaconimides with 3-aminocrotonates.” Mendeleev Communications, vol. 35, no. 6, Oct. 2025, pp. 726-728. https://mendcomm.colab.ws/publications/10.71267/mencom.7794.

Keywords

aminoalkenoates
domino reaction
enamines
hetarylacetanilides
itaconimides
pyridones
recyclization

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.

Funders

Ministry of Education and Science of the Russian Federation
FZGU-2023-0009