2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features
Тип публикации: Journal Article
Дата публикации: 2021-05-01
scimago Q4
wos Q4
БС2
SJR: 0.179
CiteScore: 1.4
Impact factor: 0.8
ISSN: 10703632, 16083350
General Chemistry
Краткое описание
An efficient one-pot method was developed for the synthesis of 2-(1,2,4-oxadiazol-5-yl)anilines via the reaction of amidoximes with isatoic anhydrides in a NaOH–DMSO medium at ambient temperature. The method allows to obtain structurally diverse substituted anilines bearing the 1,2,4-oxadiazole motif in moderate to excellent yields without the utilization of protective groups. The reaction scope includes aryl, hetaryl, and cycloalkyl amidoxime and isatoic anhydrides with different substituents in the aromatic ring as well as at the amide N atom. Structures of two anilines were studied by single crystal X-ray diffraction method and intramolecular hydrogen bonding between N atom of oxadiazole moiety and NH2 group was revealed.
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Tarasenko M. V. et al. 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features // Russian Journal of General Chemistry. 2021. Vol. 91. No. 5. pp. 768-778.
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Tarasenko M. V., Kotlyarova V. D., Baykov S. V., Shetnev A. A. 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features // Russian Journal of General Chemistry. 2021. Vol. 91. No. 5. pp. 768-778.
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TY - JOUR
DO - 10.1134/S1070363221050030
UR - https://link.springer.com/10.1134/S1070363221050030
TI - 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features
T2 - Russian Journal of General Chemistry
AU - Tarasenko, M V
AU - Kotlyarova, V D
AU - Baykov, S V
AU - Shetnev, A A
PY - 2021
DA - 2021/05/01
PB - Pleiades Publishing
SP - 768-778
IS - 5
VL - 91
SN - 1070-3632
SN - 1608-3350
ER -
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@article{2021_Tarasenko,
author = {M V Tarasenko and V D Kotlyarova and S V Baykov and A A Shetnev},
title = {2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features},
journal = {Russian Journal of General Chemistry},
year = {2021},
volume = {91},
publisher = {Pleiades Publishing},
month = {may},
url = {https://link.springer.com/10.1134/S1070363221050030},
number = {5},
pages = {768--778},
doi = {10.1134/S1070363221050030}
}
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Tarasenko, M. V., et al. “2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features.” Russian Journal of General Chemistry, vol. 91, no. 5, May. 2021, pp. 768-778. https://link.springer.com/10.1134/S1070363221050030.