Journal of Fluorine Chemistry, volume 226, pages 109354
Transformations of 3-acyl-4H-polyfluorochromen-4-ones under the action of amino acids and biogenic amines
Konstantin V. Shcherbakov
1
,
Mariya A Artemyeva
2
,
Yanina V. Burgart
2
,
Natalya P Evstigneeva
3
,
Natalya A Gerasimova
3
,
Natalia V Zilberberg
3
,
Nicolai V Kungurov
3
,
Victor Saloutin
2
,
3
Ural Research Institute of Dermatovenereology and Immunopathology, 8 Shcherbakova str., Yekaterinburg 620076, Russian Federation
|
Publication type: Journal Article
Publication date: 2019-10-01
Journal:
Journal of Fluorine Chemistry
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.9
ISSN: 00221139
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
For the first time 6,7,8-trifluoro- and 5,6,7,8-tetrafluorinated 3-benzoylflavones have been obtained. Their reactions with amino acids and biogenic amines were studied in comparison with polyfluorinated 3-acetyl-2-methylchromones. For chromones, reactions at the C-2 are preferred, which lead to the pyrone ring opening to form N-substituted aminoenketones. Whereas in the case of flavones the main route is the nucleophilic aromatic substitution of the fluorine atom at the C-7. Flavones and chromones react in the same way both with dopamine to give aminoenketones, and with proline to form 7-amino-substituted chromen-4-ones. All the reactions of chromen-4-ones are accompanied by deacylation, except ones of flavones with proline. Among the synthesized aminoenketones, compounds with high antimycotic and antibacterial action were found.
Top-30
Citations by journals
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1
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Journal of Fluorine Chemistry
3 publications, 30%
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Russian Chemical Reviews
2 publications, 20%
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1 publication, 10%
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ChemistrySelect
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Advances in Heterocyclic Chemistry
1 publication, 10%
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AIP Conference Proceedings
1 publication, 10%
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Citations by publishers
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1
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4
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Elsevier
4 publications, 40%
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2 publications, 20%
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1 publication, 10%
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Wiley
1 publication, 10%
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Pleiades Publishing
1 publication, 10%
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American Institute of Physics (AIP)
1 publication, 10%
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- We do not take into account publications 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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Shcherbakov K. V. et al. Transformations of 3-acyl-4H-polyfluorochromen-4-ones under the action of amino acids and biogenic amines // Journal of Fluorine Chemistry. 2019. Vol. 226. p. 109354.
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Shcherbakov K. V., Artemyeva M. A., Burgart Y. V., Evstigneeva N. P., Gerasimova N. A., Zilberberg N. V., Kungurov N. V., Saloutin V., Chupakhin O. N. Transformations of 3-acyl-4H-polyfluorochromen-4-ones under the action of amino acids and biogenic amines // Journal of Fluorine Chemistry. 2019. Vol. 226. p. 109354.
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TY - JOUR
DO - 10.1016/j.jfluchem.2019.109354
UR - https://doi.org/10.1016/j.jfluchem.2019.109354
TI - Transformations of 3-acyl-4H-polyfluorochromen-4-ones under the action of amino acids and biogenic amines
T2 - Journal of Fluorine Chemistry
AU - Shcherbakov, Konstantin V.
AU - Artemyeva, Mariya A
AU - Burgart, Yanina V.
AU - Evstigneeva, Natalya P
AU - Gerasimova, Natalya A
AU - Zilberberg, Natalia V
AU - Kungurov, Nicolai V
AU - Saloutin, Victor
AU - Chupakhin, O. N.
PY - 2019
DA - 2019/10/01 00:00:00
PB - Elsevier
SP - 109354
VL - 226
SN - 0022-1139
ER -
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@article{2019_Shcherbakov,
author = {Konstantin V. Shcherbakov and Mariya A Artemyeva and Yanina V. Burgart and Natalya P Evstigneeva and Natalya A Gerasimova and Natalia V Zilberberg and Nicolai V Kungurov and Victor Saloutin and O. N. Chupakhin},
title = {Transformations of 3-acyl-4H-polyfluorochromen-4-ones under the action of amino acids and biogenic amines},
journal = {Journal of Fluorine Chemistry},
year = {2019},
volume = {226},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.jfluchem.2019.109354},
pages = {109354},
doi = {10.1016/j.jfluchem.2019.109354}
}