Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism

Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism Full article

Journal

Molecules
ISSN: 1420-3049

Output data

Year: 2020, Volume: 25, Number: 11, Article number : 2573, Pages count : DOI: 10.3390/molecules25112573

Authors

Ryzhkov Fedor V ¹ , Ryzhkova Yuliya E ¹ , Elinson Michail N ¹ , Vorobyev Stepan V ² , Fakhrutdinov Artem N ¹ , Vereshchagin Anatoly N ¹ , Egorov Mikhail P ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia.
2	Department of Organic Chemistry and Petroleum Chemistry, Gubkin Russian State University of Oil and Gas, 65 Leninsky Prospect, 119991 Moscow, Russia

The Pot, Atom, and Step Economy (PASE) approach is based on the Pot economy principle and unites it with the Atom and Step Economy strategies; it ensures high efficiency, simplicity and low waste formation. The PASE approach is widely used in multicomponent chemistry. This approach was adopted for the synthesis of previously unknown hydroxyquinolinone substituted chromeno[2,3-b]pyridines via reaction of salicylaldehydes, malononitrile dimer and hydroxyquinolinone. It was shown that an ethanol-pyridine combination is more beneficial than other inorganic or organic catalysts. Quantum chemical studies showed that chromeno[2,3-b]pyridines has potential for corrosion inhibition. Real time 1H NMR monitoring was used for the investigation of reaction mechanism and 2-((2H-chromen-3-yl)methylene)malononitrile was defined as a key intermediate in the reaction.

Ryzhkov F.V. , Ryzhkova Y.E. , Elinson M.N. , Vorobyev S.V. , Fakhrutdinov A.N. , Vereshchagin A.N. , Egorov M.P.
Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism
Molecules. 2020. V.25. N11. 2573 . DOI: 10.3390/molecules25112573 WOS Scopus OpenAlex

Web of science:	WOS:000553858800110
Scopus:	2-s2.0-85085909507
OpenAlex:	W3029506519

DB	Citing
OpenAlex	12
Scopus	10
Web of science	11