Tetrahedron Letters, volume 61, issue 13, pages 151678

Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol

Teslenko Fedor E 1, 2
Ananyev Ivan V.
Makhova Nina N
Churakov Artem I 3
Larin A.V 3
Ananyev Ivan V 4, 5
Makhova Nina N. 3
Publication typeJournal Article
Publication date2020-03-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.8
ISSN00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Abstract A novel one-pot approach for the synthesis of 1,2,4- and 1,2,5-oxadiazole ring assemblies has been developed. The synthetic strategy involves the condensation of furoxanyl amidoximes with aldehydes and subsequent iodine-mediated oxidation of the intermediate 1,2,4-oxadiazolines. The analogous reaction of 4-aminofuroxanyl-3-carboxamidoxime results not only in formation of the 1,2,4-oxadiazole subunit, but also rearrangement of the furoxan ring to the furazan one, which is the first example of a Lewis acid-promoted rearrangement in a furoxan series.

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Teslenko F. E. et al. Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol // Tetrahedron Letters. 2020. Vol. 61. No. 13. p. 151678.
GOST all authors (up to 50) Copy
Teslenko F. E., Churakov A. I., Larin A. A., Ananyev I. V., Fershtat L. L., Makhova N. N., Larin A., Ananyev I. V., Makhova N. N. Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol // Tetrahedron Letters. 2020. Vol. 61. No. 13. p. 151678.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tetlet.2020.151678
UR - https://doi.org/10.1016%2Fj.tetlet.2020.151678
TI - Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol
T2 - Tetrahedron Letters
AU - Teslenko, Fedor E
AU - Churakov, Artem I
AU - Larin, Alexander A
AU - Ananyev, Ivan V.
AU - Fershtat, Leonid L.
AU - Makhova, Nina N
AU - Larin, A.V
AU - Ananyev, Ivan V
AU - Makhova, Nina N.
PY - 2020
DA - 2020/03/01 00:00:00
PB - Elsevier
SP - 151678
IS - 13
VL - 61
SN - 0040-4039
SN - 1873-3581
ER -
BibTex |
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BibTex Copy
@article{2020_Teslenko,
author = {Fedor E Teslenko and Artem I Churakov and Alexander A Larin and Ivan V. Ananyev and Leonid L. Fershtat and Nina N Makhova and A.V Larin and Ivan V Ananyev and Nina N. Makhova},
title = {Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol},
journal = {Tetrahedron Letters},
year = {2020},
volume = {61},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016%2Fj.tetlet.2020.151678},
number = {13},
pages = {151678},
doi = {10.1016/j.tetlet.2020.151678}
}
MLA
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MLA Copy
Teslenko, Fedor E., et al. “Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol.” Tetrahedron Letters, vol. 61, no. 13, Mar. 2020, p. 151678. https://doi.org/10.1016%2Fj.tetlet.2020.151678.
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