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A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes

Vitaly Aleksandrovich Osyanin 1
Vitaly Aleksandrovich Osyanin
, 
Irina Alexandrovna Semenova 1
Irina Alexandrovna Semenova
, 
Anton Georgievich Groshev 1
Anton Georgievich Groshev
, 
Dmitry Vladimirovich Osipov 1
Dmitry Vladimirovich Osipov
, 
10.1016/j.mencom.2021.11.030
Published 2021-11-08
Communication , Volume 31, Issue 6, 859-861
3
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Osyanin V. A. et al. A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 859-861.
GOST all authors (up to 50) Copy
Osyanin V. A., Semenova I. A., Groshev A. G., Osipov D. V., Klimochkin Y. N. A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 859-861.
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TY - JOUR
DO - 10.1016/j.mencom.2021.11.030
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.030
TI - A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes
T2 - Mendeleev Communications
AU - Osyanin, Vitaly Aleksandrovich
AU - Semenova, Irina Alexandrovna
AU - Groshev, Anton Georgievich
AU - Osipov, Dmitry Vladimirovich
AU - Klimochkin, Yurii Nikolaevich
PY - 2021
DA - 2021/11/08
PB - Mendeleev Communications
SP - 859-861
IS - 6
VL - 31
ER -
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@article{2021_Osyanin,
author = {Vitaly Aleksandrovich Osyanin and Irina Alexandrovna Semenova and Anton Georgievich Groshev and Dmitry Vladimirovich Osipov and Yurii Nikolaevich Klimochkin},
title = {A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.030},
number = {6},
pages = {859--861},
doi = {10.1016/j.mencom.2021.11.030}
}
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Osyanin, Vitaly Aleksandrovich, et al. “A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes.” Mendeleev Communications, vol. 31, no. 6, Nov. 2021, pp. 859-861. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.030.

Keywords

N-(pyridin-2-yl)acrylamides
2-a]pyrimidine-2
4(3H)-diones
acrylamides
cascade reaction
chromene-3-carbaldehydes
electrocyclization
pericyclic reactions
pyrido[1

Abstract

Various N-(pyridin-2-yl)acrylamides bearing 4H-chromene fragment were synthesized via the condensation of 4H-chromene-3-carbaldehydes and their fused analogues with 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-diones employing NH4OAc/AcOH system. Possible mechanism of this hetero- domino reaction involves the consecutive Knoevenagel condensation, oxa-6v-electrocyclization, aza-6v-electrocyclic ring-opening, nucleophilic addition, retro-Alder-ene reaction and oxa-6v-electrocyclic ring-disclosure.

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