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Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones

Irina Georgievna Ovchinnikova 1
Irina Georgievna Ovchinnikova
,  , 
Eugeniya Gennadievna Matochkina 1
Eugeniya Gennadievna Matochkina
, 
Mikhail Isaakovich Kodess 1, 2
Mikhail Isaakovich Kodess
, 
Emiliya Vladimirovna Nosova 2
Emiliya Vladimirovna Nosova
, 
Gennady Leonidovich Rusinov 1, 2
Gennady Leonidovich Rusinov
, 
Valery Nikolaevich Charushin 1, 2
Valery Nikolaevich Charushin
10.1016/j.mencom.2019.03.004
Published 2019-03-01
Communication , Volume 29, Issue 2, 135-137
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Ovchinnikova I. G. et al. Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 135-137.
GOST all authors (up to 50) Copy
Ovchinnikova I. G., Kim G. A., Matochkina E. G., Kodess M. I., Nosova E. V., Rusinov G. L., Charushin V. N. Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 135-137.
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TY - JOUR
DO - 10.1016/j.mencom.2019.03.004
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.004
TI - Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones
T2 - Mendeleev Communications
AU - Ovchinnikova, Irina Georgievna
AU - Kim, Grigory Andreevich
AU - Matochkina, Eugeniya Gennadievna
AU - Kodess, Mikhail Isaakovich
AU - Nosova, Emiliya Vladimirovna
AU - Rusinov, Gennady Leonidovich
AU - Charushin, Valery Nikolaevich
PY - 2019
DA - 2019/03/01
PB - Mendeleev Communications
SP - 135-137
IS - 2
VL - 29
ER -
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@article{2019_Ovchinnikova,
author = {Irina Georgievna Ovchinnikova and Grigory Andreevich Kim and Eugeniya Gennadievna Matochkina and Mikhail Isaakovich Kodess and Emiliya Vladimirovna Nosova and Gennady Leonidovich Rusinov and Valery Nikolaevich Charushin},
title = {Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.004},
number = {2},
pages = {135--137},
doi = {10.1016/j.mencom.2019.03.004}
}
MLA
Cite this
MLA Copy
Ovchinnikova, Irina Georgievna, et al. “Pericyclic reactions in the synthesis of new 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones.” Mendeleev Communications, vol. 29, no. 2, Mar. 2019, pp. 135-137. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.004.

Abstract

Novel tetracyclic 5-aryl-5,6-dihydroquinolino[2,1-b]quinazolin-12-ones bearing benzo-15-crown-5 ether and dimethoxyphenyl moieties were prepared by one-pot cascade synthesis involving the thermally allowed pericyclic transformations of (E)-2-(2-methoxystyryl)quinazolinones. The pseudocyclic transition state of six-electron electrocyclization has been located and the activation barrier has been estimated by RHF/3-21G and 6-311G* calculation methods. The crystal structure of N-[4-(2,3-dimethoxy-12-oxo-5,6-dihydroquinolino[2,1-b]quinazolin-5-yl)-3-methoxyphenyl]acetamide was determined by X-ray diffraction analysis.

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