Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate
Anna S Efimova
1
,
Marina N Sizonenko
1
,
Valery P. Perevalov
1
,
Ludmila G Kuzmina
2
,
Vitaly S. Mityanov
1, 3
Publication type: Journal Article
Publication date: 2019-11-29
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
The reaction of 2-unsubstituted imidazole N-oxides with ethyl cyanoacetate and aromatic aldehydes leads to the formation of ethyl 2-cyano-2-(1,3-dihydro-2H-imidazole-2-ylidene)acetates. The reaction proceeds through an initial [3+2] cycloaddition, followed by cleavage of the cycloadduct and regeneration of the aldehyde, which essentially plays a catalytic role.
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9
Total citations:
9
Citations from 2024:
3
(33%)
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GOST
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Kutasevich A. V. et al. Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate // Synlett. 2019. Vol. 31. No. 2. pp. 179-182.
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Kutasevich A. V., Efimova A. S., Sizonenko M. N., Perevalov V. P., Kuzmina L. G., Mityanov V. S. Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate // Synlett. 2019. Vol. 31. No. 2. pp. 179-182.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1055/s-0039-1691527
UR - https://doi.org/10.1055/s-0039-1691527
TI - Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate
T2 - Synlett
AU - Kutasevich, Anton V
AU - Efimova, Anna S
AU - Sizonenko, Marina N
AU - Perevalov, Valery P.
AU - Kuzmina, Ludmila G
AU - Mityanov, Vitaly S.
PY - 2019
DA - 2019/11/29
PB - Georg Thieme Verlag KG
SP - 179-182
IS - 2
VL - 31
SN - 0936-5214
SN - 1437-2096
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Kutasevich,
author = {Anton V Kutasevich and Anna S Efimova and Marina N Sizonenko and Valery P. Perevalov and Ludmila G Kuzmina and Vitaly S. Mityanov},
title = {Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate},
journal = {Synlett},
year = {2019},
volume = {31},
publisher = {Georg Thieme Verlag KG},
month = {nov},
url = {https://doi.org/10.1055/s-0039-1691527},
number = {2},
pages = {179--182},
doi = {10.1055/s-0039-1691527}
}
Cite this
MLA
Copy
Kutasevich, Anton V., et al. “Unexpected Aldehyde-Catalyzed Reaction of Imidazole N -Oxides with Ethyl Cyanoacetate.” Synlett, vol. 31, no. 2, Nov. 2019, pp. 179-182. https://doi.org/10.1055/s-0039-1691527.