Electrochemically induced tandem Knoevenagel-Michael assembling of aldehydes with kojic acid: direct and efficient arylbis[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methanes formation

Electrochemically induced tandem Knoevenagel-Michael assembling of aldehydes with kojic acid: direct and efficient arylbis[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methanes formation Full article

Journal

Arkivoc
ISSN: 1551-7012 , E-ISSN: 1551-7004

Output data

Year: 2020, Volume: 2020, Number: 7, Pages: 201-213 Pages count : 13 DOI: 10.24820/ark.5550190.p011.217

Authors

Elinson Michail N. ¹ , Ryzhkova Yuliya E. ¹ , Vereshchagin Anatoly N. ¹ , Leonova Natalia A. ¹ , Minaeva Alexandra P. ² , Egorov Mikhail P. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia
2	D. I. Mendeleev University of Chemical Technology of Russia, Miusskaya square 9, 125047 Moscow, Russia

The electrochemically induced tandem reaction of aldehydes and two equivalents of kojic acid has been carried out in alcohols in an undivided cell in the presence of sodium halides. It led to the selective formation of substituted arylbis[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methanes in 71-98% yields and with 240-330% current efficiency. This new electrocatalytic process provides green, useful and efficient way to two kojic acid fragments separated by C-aryl-substituted spacer, which are promising compounds for different biomedical applications.

Elinson M.N. , Ryzhkova Y.E. , Vereshchagin A.N. , Leonova N.A. , Minaeva A.P. , Egorov M.P.
Electrochemically induced tandem Knoevenagel-Michael assembling of aldehydes with kojic acid: direct and efficient arylbis[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methanes formation
Arkivoc. 2020. V.2020. N7. P.201-213. DOI: 10.24820/ark.5550190.p011.217 WOS OpenAlex

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