Synthesis
New synthesis of pyrazolo[3,4-b]pyridine derivatives based on 5-aminopyrazole and azlactones
Fisyuk Alexander S.
1, 2
,
Shuvalov Vladislav Yu.
1
,
Shatsauskas Anton L.
1
,
Zheleznova Tatyana Yu.
1
,
Kostyuchenko Anastasia S.
1, 2
Publication type: Journal Article
Publication date: 2023-11-28
Catalysis
Organic Chemistry
Abstract
Reaction of 5-amino-3-methyl-1-phenyl-1H-pyrazole with azlactones under solvent-free conditions with heating furnished tetrahydro-1H-pyrazolo[3,4-b]pyridines. The latter were converted to oxazolo[5,4-b]pyrazolo[4,3-e]pyridines by the action with POCl3 on air. Further reaction of oxazolo[5,4-b]pyrazolo[4,3-e]pyridines with hydrazine hydrate and alkali led to the formation of 5-amino-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-ones, which reacted with aluminum chloride to yield 3,4-dihydro-5H-pyrazolo[4,3-f][1,7]naphthyridin-5-ones. Some of the synthesized compounds show antioxidant activity or are effective phosphors.
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Synthesis
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Fisyuk A. S. et al. New synthesis of pyrazolo[3,4-b]pyridine derivatives based on 5-aminopyrazole and azlactones // Synthesis. 2023.
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Fisyuk A. S., Shuvalov V. Y., Shatsauskas A. L., Zheleznova T. Y., Kostyuchenko A. S. New synthesis of pyrazolo[3,4-b]pyridine derivatives based on 5-aminopyrazole and azlactones // Synthesis. 2023.
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TY - JOUR
DO - 10.1055/a-2218-9177
UR - https://doi.org/10.1055/a-2218-9177
TI - New synthesis of pyrazolo[3,4-b]pyridine derivatives based on 5-aminopyrazole and azlactones
T2 - Synthesis
AU - Fisyuk, Alexander S.
AU - Shuvalov, Vladislav Yu.
AU - Shatsauskas, Anton L.
AU - Zheleznova, Tatyana Yu.
AU - Kostyuchenko, Anastasia S.
PY - 2023
DA - 2023/11/28 00:00:00
PB - Thieme
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2023_Fisyuk,
author = {Alexander S. Fisyuk and Vladislav Yu. Shuvalov and Anton L. Shatsauskas and Tatyana Yu. Zheleznova and Anastasia S. Kostyuchenko},
title = {New synthesis of pyrazolo[3,4-b]pyridine derivatives based on 5-aminopyrazole and azlactones},
journal = {Synthesis},
year = {2023},
publisher = {Thieme},
month = {nov},
url = {https://doi.org/10.1055/a-2218-9177},
doi = {10.1055/a-2218-9177}
}
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