Nickel(II) chromite nanoparticles promoted efficient synthesis of novel [1]benzopyrano[4,3-b]pyridines in aqueous media

Autor:	Reza Kia-Kojoori, Bahareh Saeedi, Zohreh Mirjafari, Shahrzad Abdolmohammadi
Rok vydání:	2020
Předmět:	010405 organic chemistry Chemistry Aromatization Nanoparticle chemistry.chemical_element General Chemistry Carbon-13 NMR 010402 general chemistry Heterogeneous catalysis 01 natural sciences Combinatorial chemistry 0104 chemical sciences Catalysis Nickel Proton NMR Knoevenagel condensation
Zdroj:	Monatshefte für Chemie - Chemical Monthly. 151:773-780
ISSN:	1434-4475 0026-9247
DOI:	10.1007/s00706-020-02595-5
Popis:	A library of new 9,11-dimethyl-7-aryl-6H-[1]benzopyrano[3′,4′:5,6]pyrido[2,3-d]pyrimidine-6,8,10(9H,11H)triones was successfully synthesized via one-pot three-component reaction of 4-aminocoumarin, aromatic aldehydes, and 1,3-dimethylbarbituric acid using nickel(II) chromite nanoparticles as an efficient novel heterogeneous catalyst in aqueous media at 70 °C. The presented reaction is presumed to proceed via a domino Knoevenagel condensation–Michael addition, followed by intramolecular cyclization, and subsequent aromatization. The structures of the title compounds which have been successfully synthesized for the first time in this work were characterized by IR, 1H NMR, and 13C NMR spectroscopic data and also by elemental analysis. Surprisingly, the new protocol described herein provides several advantages such as high yields of products, short reaction times, mild reaction conditions, easily operated and environmentally friendly procedure. Furthermore, the catalyst can be recovered conveniently and reused without obvious loss of activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a6162022e298dc2cacf636f761766e4f https://doi.org/10.1007/s00706-020-02595-5 Zobrazit plný text záznamu Full text from SpringerLink