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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
Author(s) -
Elinson Michail N.,
Ryzhkova Yuliya E.,
Ryzhkov Fedor V.,
Vereshchagin Anatoly N.,
Leonova Natalia A.,
Egorov Mikhail P.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001592
Subject(s) - kojic acid , pyran , aryl , hydroxymethyl , chemistry , combinatorial chemistry , stereochemistry , organic chemistry , alkyl , tyrosinase , enzyme
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‐4 H ‐pyran‐2‐yl]‐(aryl)methyl}‐isoxazol‐5(2 H )‐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.