Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water
Publication type: Journal Article
Publication date: 2010-03-15
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
The three-component reaction of a benzimidazole with an α,β-acetylenic γ-hydroxy nitrile and water in acetonitrile at 20-25 °C for seven days or at 45-50 °C for six hours results in cleavage of the imidazole ring to afford the corresponding (2-{[(3E)-5-aminofuran-3(2H)-ylidene]amino}phenyl)formamide exclusively in 84-99% yield. The synthesis involves multipositional cascade transformations of the intermediate hemiaminals formed from the primary zwitterions and water.
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12
Total citations:
12
Citations from 2024:
2
(16.66%)
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GOST
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Trofimov B. A. et al. Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water // Synthesis. 2010. Vol. 2010. No. 09. pp. 1536-1542.
GOST all authors (up to 50)
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Trofimov B. A., Andriyankova L., Nikitina L., Belyaeva K., Malkina A., Afonin A. Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water // Synthesis. 2010. Vol. 2010. No. 09. pp. 1536-1542.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1055/s-0029-1218704
UR - https://doi.org/10.1055/s-0029-1218704
TI - Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water
T2 - Synthesis
AU - Trofimov, B. A.
AU - Andriyankova, Ludmila
AU - Nikitina, Lina
AU - Belyaeva, Kseniya
AU - Malkina, Anastasiya
AU - Afonin, A.V.
PY - 2010
DA - 2010/03/15
PB - Georg Thieme Verlag KG
SP - 1536-1542
IS - 09
VL - 2010
SN - 0039-7881
SN - 1437-210X
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Trofimov,
author = {B. A. Trofimov and Ludmila Andriyankova and Lina Nikitina and Kseniya Belyaeva and Anastasiya Malkina and A.V. Afonin},
title = {Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water},
journal = {Synthesis},
year = {2010},
volume = {2010},
publisher = {Georg Thieme Verlag KG},
month = {mar},
url = {https://doi.org/10.1055/s-0029-1218704},
number = {09},
pages = {1536--1542},
doi = {10.1055/s-0029-1218704}
}
Cite this
MLA
Copy
Trofimov, B. A., et al. “Exceptionally Easy Ring Cleavage of Benzimidazoles by α,β-Acetylenic γ-Hydroxy Nitriles and Water.” Synthesis, vol. 2010, no. 09, Mar. 2010, pp. 1536-1542. https://doi.org/10.1055/s-0029-1218704.
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