Tetrahedron Letters, volume 60, issue 39, pages 151088
Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes
Publication type: Journal Article
Publication date: 2019-09-01
Journal:
Tetrahedron Letters
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.8
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Abstract A facile synthetic approach towards two distinct quinoxaline-based heterocyclic scaffolds has been developed from the cycloaddition of acyl(quinoxalinyl)ketenes with carbodiimides. The described reaction represents the first example of a divergent synthesis based on acyl(quinoxalinyl)ketenes providing (quinoxalin-2-yl)-1,3-oxazines or pyrimido[1,6-a]quinoxalines depending on the type of the acyl substituent in the ketenes. The key reactants, acyl(quinoxalinyl)ketenes, are generated in situ via the thermal decarbonylation of readily available pyrroloquinoxaline oxo-derivatives. The proposed diversity-oriented synthesis provides facile access to a library of skeletally diverse pharmaceutically interesting quinoxaline-based heterocycles from inexpensive reagents.
Citations by journals
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1
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Beilstein Journal of Organic Chemistry
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Beilstein Journal of Organic Chemistry
1 publication, 14.29%
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Russian Journal of Organic Chemistry
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Russian Journal of Organic Chemistry
1 publication, 14.29%
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Symmetry
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Symmetry
1 publication, 14.29%
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Molecules
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Molecules
1 publication, 14.29%
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MolBank
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MolBank
1 publication, 14.29%
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Synthetic Communications
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Synthetic Communications
1 publication, 14.29%
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Journal of Heterocyclic Chemistry
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Journal of Heterocyclic Chemistry
1 publication, 14.29%
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1
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Citations by publishers
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1
2
3
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 42.86%
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Beilstein-Institut
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Beilstein-Institut
1 publication, 14.29%
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Pleiades Publishing
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Pleiades Publishing
1 publication, 14.29%
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Taylor & Francis
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Taylor & Francis
1 publication, 14.29%
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Wiley
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Wiley
1 publication, 14.29%
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1
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3
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Kasatkina S. O. et al. Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes // Tetrahedron Letters. 2019. Vol. 60. No. 39. p. 151088.
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Kasatkina S. O., Khramtsova E. E., Dmitriev M., Mokrushin I., Maslivets A., Dmitriev M. V., Mokrushin I. G., Maslivets A. N. Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes // Tetrahedron Letters. 2019. Vol. 60. No. 39. p. 151088.
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TY - JOUR
DO - 10.1016/j.tetlet.2019.151088
UR - https://doi.org/10.1016%2Fj.tetlet.2019.151088
TI - Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes
T2 - Tetrahedron Letters
AU - Kasatkina, Svetlana O.
AU - Khramtsova, Ekaterina E
AU - Dmitriev, Maksim
AU - Mokrushin, Ivan
AU - Maslivets, Andrey
AU - Dmitriev, Maksim V
AU - Mokrushin, Ivan G
AU - Maslivets, Andrey N
PY - 2019
DA - 2019/09/01 00:00:00
PB - Elsevier
SP - 151088
IS - 39
VL - 60
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2019_Kasatkina,
author = {Svetlana O. Kasatkina and Ekaterina E Khramtsova and Maksim Dmitriev and Ivan Mokrushin and Andrey Maslivets and Maksim V Dmitriev and Ivan G Mokrushin and Andrey N Maslivets},
title = {Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes},
journal = {Tetrahedron Letters},
year = {2019},
volume = {60},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016%2Fj.tetlet.2019.151088},
number = {39},
pages = {151088},
doi = {10.1016/j.tetlet.2019.151088}
}
Cite this
MLA
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Kasatkina, Svetlana O., et al. “Divergent synthesis of (quinoxalin-2-yl)-1,3-oxazines and pyrimido[1,6-a]quinoxalines via the cycloaddition reaction of acyl(quinoxalinyl)ketenes.” Tetrahedron Letters, vol. 60, no. 39, Sep. 2019, p. 151088. https://doi.org/10.1016%2Fj.tetlet.2019.151088.