+Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones
Publication type: Journal Article
Publication date: 2023-06-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
An atom-economy, two-step synthesis of 2H-1,2,3-triazole-4-carboxylic acids from 3-arylisoxazol-5(4H)-ones and arenediazonium tetrafluoroborates is described. The formation of the 1,2,3-triazole ring is achieved by the [Ru(p-cymene)Cl2]2-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones which are resulted from the diazo coupling. The advantages of the method include the available starting compounds and the ability to purify target acids without the use of chromatography.
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9
Total citations:
9
Citations from 2024:
9
(100%)
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Vasilchenko D. S. et al. +Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones // Tetrahedron Letters. 2023. Vol. 123. p. 154580.
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Vasilchenko D. S., Agafonova A. V., Simdianov I. V., Koronatov A., Sakharov P. A., Romanenko I. A., Rostovskii N. V., Khlebnikov A. F., Novikov M. S. +Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones // Tetrahedron Letters. 2023. Vol. 123. p. 154580.
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TY - JOUR
DO - 10.1016/j.tetlet.2023.154580
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403923002848
TI - +Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones
T2 - Tetrahedron Letters
AU - Vasilchenko, Dmitrii S.
AU - Agafonova, Anastasiya V
AU - Simdianov, Ivan V.
AU - Koronatov, Aleksandr
AU - Sakharov, Pavel A
AU - Romanenko, Ilia A.
AU - Rostovskii, Nikolai V
AU - Khlebnikov, Alexander F
AU - Novikov, Mikhail S.
PY - 2023
DA - 2023/06/01
PB - Elsevier
SP - 154580
VL - 123
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2023_Vasilchenko,
author = {Dmitrii S. Vasilchenko and Anastasiya V Agafonova and Ivan V. Simdianov and Aleksandr Koronatov and Pavel A Sakharov and Ilia A. Romanenko and Nikolai V Rostovskii and Alexander F Khlebnikov and Mikhail S. Novikov},
title = {+Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones},
journal = {Tetrahedron Letters},
year = {2023},
volume = {123},
publisher = {Elsevier},
month = {jun},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0040403923002848},
pages = {154580},
doi = {10.1016/j.tetlet.2023.154580}
}