Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles
V. A. Mamedov
1
,
Nataliya A Zhukova
1
,
Milyausha S Kadyrova
1
,
Tatyana N Beschastnova
1
,
Daina N Buzyurova
1
,
Shamil Latypov
1
,
Publication type: Journal Article
Publication date: 2019-09-24
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
31549510
Organic Chemistry
Abstract
A novel and efficient protocol for the synthesis of diversely substituted 2,2'-bibenzimidazoles from the reaction of 3-cyanoquinoxalin-2(1H)-ones with 1,2-diaminobenzenes has been developed, which proceeds through sequential nucleophilic addition and electrophilic substitution followed by a Mamedov rearrangement. The synthetic utility of this strategy was illustrated by the concise, one-pot synthesis of 5,5'-bi(2,2'-bibenzimidazoles) and aza-analogues of 2,2'-bibenzimidazole.
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14
Total citations:
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Citations from 2024:
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(28.57%)
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GOST
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Mamedov V. A. et al. Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13572-13581.
GOST all authors (up to 50)
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Mamedov V. A., Zhukova N. A., Kadyrova M. S., Syakaev V. V., Beschastnova T. N., Buzyurova D. N., Rizvanov I. Kh., Latypov S., Sinyashin O. G. Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13572-13581.
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RIS
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TY - JOUR
DO - 10.1021/acs.joc.9b01840
UR - https://doi.org/10.1021/acs.joc.9b01840
TI - Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles
T2 - Journal of Organic Chemistry
AU - Mamedov, V. A.
AU - Zhukova, Nataliya A
AU - Kadyrova, Milyausha S
AU - Syakaev, Victor V.
AU - Beschastnova, Tatyana N
AU - Buzyurova, Daina N
AU - Rizvanov, Ildar Kh
AU - Latypov, Shamil
AU - Sinyashin, Oleg G.
PY - 2019
DA - 2019/09/24
PB - American Chemical Society (ACS)
SP - 13572-13581
IS - 21
VL - 84
PMID - 31549510
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Mamedov,
author = {V. A. Mamedov and Nataliya A Zhukova and Milyausha S Kadyrova and Victor V. Syakaev and Tatyana N Beschastnova and Daina N Buzyurova and Ildar Kh Rizvanov and Shamil Latypov and Oleg G. Sinyashin},
title = {Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.joc.9b01840},
number = {21},
pages = {13572--13581},
doi = {10.1021/acs.joc.9b01840}
}
Cite this
MLA
Copy
Mamedov, V. A., et al. “Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2′-Bibenzimidazoles.” Journal of Organic Chemistry, vol. 84, no. 21, Sep. 2019, pp. 13572-13581. https://doi.org/10.1021/acs.joc.9b01840.
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