Route to 1,2,4- and 1,2,5-oxadiazole ring assemblies via a one-pot condensation/oxidation protocol
Тип публикации: Journal Article
Дата публикации: 2020-03-01
scimago Q3
wos Q3
БС2
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
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.
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Teslenko F. E., Churakov A. I., Larin A., Ananyev I. V., Fershtat L. L., 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.
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TY - JOUR
DO - 10.1016/j.tetlet.2020.151678
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403920300976
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, A.V
AU - Ananyev, Ivan V
AU - Fershtat, Leonid L.
AU - Makhova, Nina N.
PY - 2020
DA - 2020/03/01
PB - Elsevier
SP - 151678
IS - 13
VL - 61
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2020_Teslenko,
author = {Fedor E Teslenko and Artem I Churakov and A.V Larin and Ivan V Ananyev and Leonid L. Fershtat 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://linkinghub.elsevier.com/retrieve/pii/S0040403920300976},
number = {13},
pages = {151678},
doi = {10.1016/j.tetlet.2020.151678}
}
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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://linkinghub.elsevier.com/retrieve/pii/S0040403920300976.