Open Access
Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles
Pavel S Gribanov
1
,
Anna N Philippova
1
,
Alexander F. Smol’yakov
1
,
Diana N. Tukhvatullina
1, 2
,
Viktoria A. Vlasova
1, 2
,
Maxim A Topchiy
3
,
Andrey Asachenko
3
,
2
Publication type: Journal Article
Publication date: 2025-03-21
Abstract
An efficient access to novel 2-substituted 1H-imidazole derivatives was developed based on acid-mediated denitrogenative transformation of 5-amino-1,2,3-triazole derivatives available through dipolar azide−nitrile cycloaddition (DCR). The proposed approach includes intramolecular cyclization of 5-amino-4-aryl-1-(2,2-diethoxyethyl) 1,2,3-triazoles followed by triazole ring opening and insertion of in situ formed carbene intermediate into the O-H bond of different alcohols under acidic conditions.
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Gribanov P. S. et al. Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles // Molecules. 2025. Vol. 30. No. 7. p. 1401.
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Gribanov P. S., Philippova A. N., Smol’yakov A. F., Tukhvatullina D. N., Vlasova V. A., Topchiy M. A., Asachenko A., Osipov S. N. Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles // Molecules. 2025. Vol. 30. No. 7. p. 1401.
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TY - JOUR
DO - 10.3390/molecules30071401
UR - https://www.mdpi.com/1420-3049/30/7/1401
TI - Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles
T2 - Molecules
AU - Gribanov, Pavel S
AU - Philippova, Anna N
AU - Smol’yakov, Alexander F.
AU - Tukhvatullina, Diana N.
AU - Vlasova, Viktoria A.
AU - Topchiy, Maxim A
AU - Asachenko, Andrey
AU - Osipov, Sergey N.
PY - 2025
DA - 2025/03/21
PB - MDPI
SP - 1401
IS - 7
VL - 30
SN - 1420-3049
ER -
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@article{2025_Gribanov,
author = {Pavel S Gribanov and Anna N Philippova and Alexander F. Smol’yakov and Diana N. Tukhvatullina and Viktoria A. Vlasova and Maxim A Topchiy and Andrey Asachenko and Sergey N. Osipov},
title = {Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles},
journal = {Molecules},
year = {2025},
volume = {30},
publisher = {MDPI},
month = {mar},
url = {https://www.mdpi.com/1420-3049/30/7/1401},
number = {7},
pages = {1401},
doi = {10.3390/molecules30071401}
}
Cite this
MLA
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Gribanov, Pavel S., et al. “Synthesis of Functionalized 1H-Imidazoles via Denitrogenative Transformation of 5-Amino-1,2,3-Triazoles.” Molecules, vol. 30, no. 7, Mar. 2025, p. 1401. https://www.mdpi.com/1420-3049/30/7/1401.