New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids
Vakhid A Mamedov
1, 2
,
Nataliya A Zhukova
1, 2
,
Victor V Syakaev
1
,
Milyausha S Kadyrova
1, 2
,
Tatyana N Beschastnova
1, 2
,
Ildar Kh Rizvanov
1
,
Shamil K Latypov
1
Publication type: Journal Article
Publication date: 2017-09-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
A new method is proposed for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids. The acid-catalyzed rearrangement of 2(3)-aroyl-3(2)-oxo-3,4(1,2)-dihydroquinoxaline-6-carboxylic acids was shown to proceed with the formation of 2-(3-arylquinoxalin-2-yl)-1H-benzimidazole-5(6)-carboxylic acids. NMR studies of the rearrangement reaction product, 2-(3-phenylquinoxalin-2-yl)-1Hbenzimidazole-6-carboxylic acid, indicated that it existed as a mixture of two tautomeric forms due to benzimidazole tautomerism under the NMR conditions. The carboxyl group of the synthesized benzimidazoles was used for the preparation of new derivatives.
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Mamedov V. A. et al. New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 9. pp. 1003-1013.
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Mamedov V. A., Zhukova N. A., Syakaev V. V., Kadyrova M. S., Beschastnova T. N., Rizvanov I. Kh., Latypov S. K. New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 9. pp. 1003-1013.
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RIS
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TY - JOUR
DO - 10.1007/s10593-017-2163-0
UR - https://doi.org/10.1007/s10593-017-2163-0
TI - New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids
T2 - Chemistry of Heterocyclic Compounds
AU - Mamedov, Vakhid A
AU - Zhukova, Nataliya A
AU - Syakaev, Victor V
AU - Kadyrova, Milyausha S
AU - Beschastnova, Tatyana N
AU - Rizvanov, Ildar Kh
AU - Latypov, Shamil K
PY - 2017
DA - 2017/09/01
PB - Springer Nature
SP - 1003-1013
IS - 9
VL - 53
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2017_Mamedov,
author = {Vakhid A Mamedov and Nataliya A Zhukova and Victor V Syakaev and Milyausha S Kadyrova and Tatyana N Beschastnova and Ildar Kh Rizvanov and Shamil K Latypov},
title = {New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids},
journal = {Chemistry of Heterocyclic Compounds},
year = {2017},
volume = {53},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-017-2163-0},
number = {9},
pages = {1003--1013},
doi = {10.1007/s10593-017-2163-0}
}
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MLA
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Mamedov, Vakhid A., et al. “New method for the synthesis of 2-substituted benzimidazole-5(6)-carboxylic acids.” Chemistry of Heterocyclic Compounds, vol. 53, no. 9, Sep. 2017, pp. 1003-1013. https://doi.org/10.1007/s10593-017-2163-0.