Journal of Fluorine Chemistry, volume 108, issue 2, pages 125-131
Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones
Publication type: Journal Article
Publication date: 2001-05-01
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
Fluoroaryl containing β,β′-dioxoesters and their copper(II) chelates have been prepared by acylation of ethyl acetoacetate with 2,6-dimethoxy-3,4,5-trifluorobenzoyl, 2-methoxy-3,4,5,6-tetrafluorobenzoyl and pentafluorobenzoyl chlorides. Cyclization of these β,β′-dioxoesters leads to formation of substituted fluorochromones. Depending on conditions, 2-methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzed to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. The same chromone reacts with morpholine to form a seven-substituted product and ammonium hydroxide to give 3-iminoacetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter affords 3-acetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Ethyl-2-(2,6-dimethoxy-3,4,5-trifluorobenzoyl)-3-oxobutanoates undergoes ketone-splitting to 1-(2,6-dimethoxy-3,4,5-trifluorophenyl)-1,3-butandione.
Top-30
Citations by journals
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Journal of Fluorine Chemistry
2 publications, 20%
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Russian Chemical Reviews
2 publications, 20%
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Russian Chemical Bulletin
1 publication, 10%
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Journal of Heterocyclic Chemistry
1 publication, 10%
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ChemInform
1 publication, 10%
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Inorganic 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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Elsevier
2 publications, 20%
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Wiley
2 publications, 20%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 20%
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Springer Nature
1 publication, 10%
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American Chemical Society (ACS)
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.
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- Statistics recalculated weekly.
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Kisil’ S. et al. Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones // Journal of Fluorine Chemistry. 2001. Vol. 108. No. 2. pp. 125-131.
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Kisil’ S., Burgart Y. V., Saloutin V. I., Chupakhin O. N. Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones // Journal of Fluorine Chemistry. 2001. Vol. 108. No. 2. pp. 125-131.
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TY - JOUR
DO - 10.1016/s0022-1139(01)00346-3
UR - https://doi.org/10.1016/s0022-1139(01)00346-3
TI - Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones
T2 - Journal of Fluorine Chemistry
AU - Kisil’, S.P
AU - Burgart, Ya. V.
AU - Saloutin, V. I.
AU - Chupakhin, O. N.
PY - 2001
DA - 2001/05/01 00:00:00
PB - Elsevier
SP - 125-131
IS - 2
VL - 108
SN - 0022-1139
ER -
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@article{2001_Kisil’,
author = {S.P Kisil’ and Ya. V. Burgart and V. I. Saloutin and O. N. Chupakhin},
title = {Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones},
journal = {Journal of Fluorine Chemistry},
year = {2001},
volume = {108},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/s0022-1139(01)00346-3},
number = {2},
pages = {125--131},
doi = {10.1016/s0022-1139(01)00346-3}
}
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MLA
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Kisil’, S.P, et al. “Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones.” Journal of Fluorine Chemistry, vol. 108, no. 2, May. 2001, pp. 125-131. https://doi.org/10.1016/s0022-1139(01)00346-3.
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