Research on Ecofriendly Synthesis of Quinolin-4(1H)-Ones Using Fe3O4@SiO2-Diol-Phen-Pd(0) Nanocomposites as a Novel and Reusable Catalyst: Catalysis in Carbonylative Cyclization Reactions

Abstract

Since quinolin-4(1H)-one derivatives are very important in medicinal chemistry due to their unique structure and diverse biological properties, the development of new methods and catalytic systems for the synthesizing of these compounds is of great importance. In this regard, we presented an attractive, general, applicable, green, and efficient procedure for preparing various derivatives of quinoline-4(1H)-ones, in which palladium nanocomposite [Fe₃O₄@SiO₂-Diol-Phen-Pd(0)] was used as a reusable magnetic catalyst. Three-component reactions of various derivatives of heteroaryl alkynes reacted well with nitrobenzene, and Cr(CO)₆ was well catalyzed by Fe₃O₄@SiO₂-Diol-Phen-Pd(0) nanocomposite using KOAc in water/PEG and the desired quinoline-4 (1H)-one derivative were afforded with very satisfactory results. The water played a very important role in this reaction because it made the nitro functional group easily convert to the amine group, and the reaction was carried out more efficiently. With respect to the previous methods that have been reported, this method is superior to other methods due to the significant features. The synthesis of products can achieve higher yields when reactions are performed in a water/PEG solvent system within a timeframe of under two hours. This catalytic system is versatile and can be applied to a broad spectrum of substrates. Additionally, it allows for easy separation of the catalyst from the reaction mixture, ensuring high reusability of the catalyst for multiple cycles.

Graphical Abstract