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

Autor: Ryzhkov FV; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia., Ryzhkova YE; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia., Elinson MN; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia., Vorobyev SV; Department of Organic Chemistry and Petroleum Chemistry, Gubkin Russian State University of Oil and Gas, 65 Leninsky Prospect, Moscow 119991, Russia., Fakhrutdinov AN; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia., Vereshchagin AN; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia., Egorov MP; N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russia.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2020 May 31; Vol. 25 (11). Date of Electronic Publication: 2020 May 31.
DOI: 10.3390/molecules25112573
Abstrakt: 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 1 H NMR monitoring was used for the investigation of reaction mechanism and 2-((2 H -chromen-3-yl)methylene)malononitrile was defined as a key intermediate in the reaction.
Databáze: MEDLINE
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