Chemistry of Heterocyclic Compounds, volume 55, issue 2, pages 178-183
Thiazolidine-2,4-dione in benzoylation reaction
Levshin Igor B
1
,
Rastorgueva Nina A.
1
,
Kiselev Alexey V.
1
,
Vedenkin Alexandr S
1
,
Stovbun Sergey V
1
,
Saveliev Oleg Yu
3
,
Publication type: Journal Article
Publication date: 2019-02-01
Journal:
Chemistry of Heterocyclic Compounds
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.5
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The direction of the benzoylation reaction of thiazolidine-2,4-dione under the conditions of basic and general acid catalysis was studied. It was shown that the direction of benzoylation of thiazolidine-2,4-dione at the cyclic nitrogen atom or oxygen atoms depends on two major factors: the solvent and the presence of cations. A nonpolar solvent and triethylamine direct the reaction toward the formation of the dibenzoyl product, which was isolated and characterized for the first time. The structure of this compound has been unambiguously identified using NMR and X-ray diffraction analysis. A hydrogen bond between the nitrogen atom of the dibenzoyl product and the proton of the chloroform molecule was found in crystal structure.
Citations by journals
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1
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Pharmaceuticals
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Pharmaceuticals
1 publication, 33.33%
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Mini-Reviews in Organic Chemistry
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Mini-Reviews in Organic Chemistry
1 publication, 33.33%
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European Journal of Organic Chemistry
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European Journal of Organic Chemistry
1 publication, 33.33%
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1
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Citations by publishers
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1
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 33.33%
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Bentham Science
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Bentham Science
1 publication, 33.33%
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Wiley
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Wiley
1 publication, 33.33%
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1
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- We do not take into account publications that without a DOI.
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- Statistics recalculated weekly.
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Levshin I. B. et al. Thiazolidine-2,4-dione in benzoylation reaction // Chemistry of Heterocyclic Compounds. 2019. Vol. 55. No. 2. pp. 178-183.
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Levshin I. B., Rastorgueva N. A., Kiselev A. V., Vedenkin A. S., Stovbun S. V., Churakov A. V., Saveliev O. Yu., Polshakov V. I. Thiazolidine-2,4-dione in benzoylation reaction // Chemistry of Heterocyclic Compounds. 2019. Vol. 55. No. 2. pp. 178-183.
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TY - JOUR
DO - 10.1007/s10593-019-02436-2
UR - https://doi.org/10.1007%2Fs10593-019-02436-2
TI - Thiazolidine-2,4-dione in benzoylation reaction
T2 - Chemistry of Heterocyclic Compounds
AU - Levshin, Igor B
AU - Rastorgueva, Nina A.
AU - Kiselev, Alexey V.
AU - Vedenkin, Alexandr S
AU - Stovbun, Sergey V
AU - Churakov, Andrei V.
AU - Saveliev, Oleg Yu
AU - Polshakov, Vladimir I
PY - 2019
DA - 2019/02/01 00:00:00
PB - Springer Nature
SP - 178-183
IS - 2
VL - 55
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2019_Levshin,
author = {Igor B Levshin and Nina A. Rastorgueva and Alexey V. Kiselev and Alexandr S Vedenkin and Sergey V Stovbun and Andrei V. Churakov and Oleg Yu Saveliev and Vladimir I Polshakov},
title = {Thiazolidine-2,4-dione in benzoylation reaction},
journal = {Chemistry of Heterocyclic Compounds},
year = {2019},
volume = {55},
publisher = {Springer Nature},
month = {feb},
url = {https://doi.org/10.1007%2Fs10593-019-02436-2},
number = {2},
pages = {178--183},
doi = {10.1007/s10593-019-02436-2}
}
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Levshin, Igor B., et al. “Thiazolidine-2,4-dione in benzoylation reaction.” Chemistry of Heterocyclic Compounds, vol. 55, no. 2, Feb. 2019, pp. 178-183. https://doi.org/10.1007%2Fs10593-019-02436-2.