Asian Journal of Organic Chemistry, volume 10, issue 10, pages 2644-2653
Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles
Publication type: Journal Article
Publication date: 2021-09-15
Journal:
Asian Journal of Organic Chemistry
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.7
ISSN: 21935807
Organic Chemistry
Abstract
A regioselective method for an assembly of pharmacologically relevant fully substituted furoxans and isoxazoles using the ring distortion diversity‐oriented approach through the one‐pot ring cleavage/nucleophilic addition/oxidation cascade of monosubstituted furoxans was developed. The described synthetic strategy is highly regioselective and provides single furoxan regioisomers upon utilization of N‐ or S‐nucleophiles. Utilization of the cyanide‐anion as a nucleophile in the same reaction cascade afforded a series of rather rare fully substituted isoxazoles incorporating vicinal nitro and amino functionalities. In addition, synthesized disubstituted furoxans revealed an ability to release NO indicating their strong potential as pharmacologically oriented drug candidates for various biomedical applications.
Citations by journals
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1
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Russian Chemical Bulletin
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Russian Chemical Bulletin
1 publication, 50%
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Molecules
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Molecules
1 publication, 50%
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1
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Citations by publishers
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1
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Springer Nature
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Springer Nature
1 publication, 50%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 50%
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1
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GOST
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Chaplygin D. A. et al. Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles // Asian Journal of Organic Chemistry. 2021. Vol. 10. No. 10. pp. 2644-2653.
GOST all authors (up to 50)
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Chaplygin D. A., Gorbunov Y. K., Fershtat L. L. Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles // Asian Journal of Organic Chemistry. 2021. Vol. 10. No. 10. pp. 2644-2653.
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RIS
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TY - JOUR
DO - 10.1002/ajoc.202100475
UR - https://doi.org/10.1002%2Fajoc.202100475
TI - Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles
T2 - Asian Journal of Organic Chemistry
AU - Chaplygin, Daniil A
AU - Gorbunov, Yaroslav K
AU - Fershtat, Leonid L.
PY - 2021
DA - 2021/09/15 00:00:00
PB - Wiley
SP - 2644-2653
IS - 10
VL - 10
SN - 2193-5807
ER -
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BibTex
Copy
@article{2021_Chaplygin,
author = {Daniil A Chaplygin and Yaroslav K Gorbunov and Leonid L. Fershtat},
title = {Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles},
journal = {Asian Journal of Organic Chemistry},
year = {2021},
volume = {10},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002%2Fajoc.202100475},
number = {10},
pages = {2644--2653},
doi = {10.1002/ajoc.202100475}
}
Cite this
MLA
Copy
Chaplygin, Daniil A., et al. “Ring Distortion Diversity-Oriented Approach to Fully Substituted Furoxans and Isoxazoles.” Asian Journal of Organic Chemistry, vol. 10, no. 10, Sep. 2021, pp. 2644-2653. https://doi.org/10.1002%2Fajoc.202100475.