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Electrochemically Induced Facile and Efficient Multicomponent Approach to Medicinally Relevant 4‐[4‐oxo‐4 H ‐pyran‐2‐yl](aryl)‐methylisoxazol‐5(2 H )‐one Scaffold Full article

Journal ChemistrySelect
ISSN: 2365-6549
Output data Year: 2020, Volume: 5, Number: 20, Pages: 5981-5986 Pages count : 6 DOI: 10.1002/slct.202001592
Authors Elinson Michail N. 1 , Ryzhkova Yuliya E. 1 , Ryzhkov Fedor V. 1 , Vereshchagin Anatoly N. 1 , Leonova Natalia A. 1 , Egorov Mikhail P. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian academy of sciences, Leninsky pr. 47, Moscow, 119991 Russian Federation

Abstract: The new electrochemically induced multicomponent assembling has been accomplished: the electrocatalytic transformation of aldehydes, 3-aryl-substituted isoxazol-5(4H)-ones and kojic acid has been carried out in alcohols in an undivided cell in the presence of sodium halides. This transformation proceeds with the selective formation of the earlier unknown substituted 4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]-(aryl)methyl}-isoxazol-5(2H)-ones in 57–93 % yields with 190–310 % current efficiency. This new electrocatalytic process provides a facile and efficient way to the separated by C-aryl-substituted spacer 3-arylisoxazol-5(4H)-one and kojic acid pharmacology active heterocyclic fragments, which are promising compounds for different biomedical applications, and, in particular, for regulation of inflammatory as was shown by docking studies in this research.
Cite: Elinson M.N. , Ryzhkova Y.E. , Ryzhkov F.V. , Vereshchagin A.N. , Leonova N.A. , Egorov M.P.
Electrochemically Induced Facile and Efficient Multicomponent Approach to Medicinally Relevant 4‐[4‐oxo‐4 H ‐pyran‐2‐yl](aryl)‐methylisoxazol‐5(2 H )‐one Scaffold
ChemistrySelect. 2020. V.5. N20. P.5981-5986. DOI: 10.1002/slct.202001592 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000536716700019
Scopus: 2-s2.0-85085708777
OpenAlex: W3031852951
Citing:
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OpenAlex 4
Scopus 5
Web of science 5
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