Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles
Vakhid A Mamedov
1, 2
,
Elena A Khafizova
1, 2
,
Victor V Syakaev
1
,
Olga B Bazanova
1
,
Anastasiya I Zamaletdinova
1, 2
,
Ildar Kh Rizvanov
1
,
Shamil K Latypov
1
,
Oleg G. Sinyashin
1, 2
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
An effective one-step method is proposed for the synthesis of 2-(indol-2-yl)benzimidazoles from 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones without using metal catalysts and reagents. This method is based on the Mamedov rearrangement of 3-(2-aminobenzyl)quinoxalin-2(1Н)-ones, formed in situ by the action of Na2S2O4, giving 2-(indol-2-yl)benzimidazoles as the products.
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Mamedov V. A. et al. Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 9. pp. 1033-1044.
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Mamedov V. A., Khafizova E. A., Syakaev V. V., Bazanova O. B., Zamaletdinova A. I., Rizvanov I. Kh., Latypov S. K., Sinyashin O. G. Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 9. pp. 1033-1044.
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TY - JOUR
DO - 10.1007/s10593-017-2166-x
UR - https://doi.org/10.1007/s10593-017-2166-x
TI - Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles
T2 - Chemistry of Heterocyclic Compounds
AU - Mamedov, Vakhid A
AU - Khafizova, Elena A
AU - Syakaev, Victor V
AU - Bazanova, Olga B
AU - Zamaletdinova, Anastasiya I
AU - Rizvanov, Ildar Kh
AU - Latypov, Shamil K
AU - Sinyashin, Oleg G.
PY - 2017
DA - 2017/09/01
PB - Springer Nature
SP - 1033-1044
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 Elena A Khafizova and Victor V Syakaev and Olga B Bazanova and Anastasiya I Zamaletdinova and Ildar Kh Rizvanov and Shamil K Latypov and Oleg G. Sinyashin},
title = {Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles},
journal = {Chemistry of Heterocyclic Compounds},
year = {2017},
volume = {53},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-017-2166-x},
number = {9},
pages = {1033--1044},
doi = {10.1007/s10593-017-2166-x}
}
Cite this
MLA
Copy
Mamedov, Vakhid A., et al. “Reductive acid-catalyzed rearrangement of 3-(2-nitrobenzyl)quinoxalin-2(1Н)-ones in the presence of Na2S2O4 – effective method for the synthesis of 2-(indol-2-yl)benzimidazoles.” Chemistry of Heterocyclic Compounds, vol. 53, no. 9, Sep. 2017, pp. 1033-1044. https://doi.org/10.1007/s10593-017-2166-x.
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