Open Access
Molecules, volume 25, issue 17, pages 3768
Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups
Baranovsky Ilia V
1
,
Konstantinova Lidia S.
1, 2
,
Popov Vadim V
2
,
A Lyssenko Konstantin
3, 4
,
Rakitin Oleg A.
1, 2
1
Publication type: Journal Article
Publication date: 2020-08-19
PubMed ID:
32824981
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.
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Organic and Biomolecular Chemistry
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Organic and Biomolecular Chemistry
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Royal Society of Chemistry (RSC)
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Royal Society of Chemistry (RSC)
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Baranovsky I. V. et al. Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups // Molecules. 2020. Vol. 25. No. 17. p. 3768.
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Baranovsky I. V., Konstantinova L. S., Tolmachev M. A., Popov V. V., A Lyssenko K., Rakitin O. A. Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups // Molecules. 2020. Vol. 25. No. 17. p. 3768.
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TY - JOUR
DO - 10.3390/molecules25173768
UR - https://doi.org/10.3390%2Fmolecules25173768
TI - Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups
T2 - Molecules
AU - Baranovsky, Ilia V
AU - Konstantinova, Lidia S.
AU - Popov, Vadim V
AU - A Lyssenko, Konstantin
AU - Tolmachev, Mikhail A
AU - Rakitin, Oleg A.
PY - 2020
DA - 2020/08/19 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 3768
IS - 17
VL - 25
PMID - 32824981
SN - 1420-3049
ER -
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@article{2020_Baranovsky
author = {Ilia V Baranovsky and Lidia S. Konstantinova and Vadim V Popov and Konstantin A Lyssenko and Mikhail A Tolmachev and Oleg A. Rakitin},
title = {Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups},
journal = {Molecules},
year = {2020},
volume = {25},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {aug},
url = {https://doi.org/10.3390%2Fmolecules25173768},
number = {17},
pages = {3768},
doi = {10.3390/molecules25173768}
}
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Baranovsky, Ilia V., et al. “Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol -4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol -5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups.” Molecules, vol. 25, no. 17, Aug. 2020, p. 3768. https://doi.org/10.3390%2Fmolecules25173768.