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Current Chemical Biology

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ISSN (Print): 2212-7968
ISSN (Online): 1872-3136

Research Article

MgO-MgAl2O4: An Efficient Catalyst for Multicomponent Synthesis of Substituted 4H-pyran

Author(s): Mustapha Dib*, Marieme Kacem, Soumaya Talbi, Hajiba Ouchetto, Khadija Ouchetto, Abdellatif Essoumhi, Abderrafia Hafid and Mostafa Khouili

Volume 17, Issue 3, 2023

Published on: 17 July, 2023

Page: [160 - 169] Pages: 10

DOI: 10.2174/2212796817666230626120825

Open Access Journals Promotions 2
Abstract

Background: The 4H-pyran compounds are an important class of heterocyclic compounds due to their diverse biological and pharmaceutical properties. Moreover, 4H-pyran is a crucial structural component commonly encountered in the pharmaceutical industry. Thus, it has recently gained significant attention from industry researchers and academic organizations. Herein, we report an efficient and eco-friendly one-pot strategy to synthesize bioactive compounds containing 4H-pyran motifs via a multicomponent reaction. This reaction occurs by reacting equimolar amounts of ethyl acetoacetate, malononitrile, and substituted aldehyde under mild conditions in the presence of a solid catalyst, MgO-MgAl2O4. This latter, was obtained by heat treatment, at 800°C, of a layered double hydroxide with the metal cation ratio of Mg2+/Al3+ = 3:1, and it was characterized by some techniques including XRD, TG-DTA, FT-IR and N2 adsorption-desorption. Therefore, bioactive compounds containing the pyran unit may possess intriguing biological properties. The synthetic protocol offers advantages such as a simple procedure, good to excellent yields, and easy catalyst separation from the reaction mixture.

Methods: Substituted 4H-pyran derivatives were prepared by the condensation reaction of substituted aldehydes, ethyl acetoacetate and malononitrile using MgO-MgAl2O4 catalyst under mild conditions. This study aims to develop an efficient methodology for synthesizing 4H-pyran heterocyclic compounds that have potential applications in biological sciences. The study utilizes MgO-MgAl2O4 as a highly effective heterogeneous catalyst.

Results: The present research details the synthesis of 4H-pyran bioactive compounds using sustainable reaction conditions, which resulted in high yields and facilitated the easy separation of the catalyst from the reaction mixture.

Conclusion: In summary, the MgO-MgAl2O4 spinel nanostructure has been successfully prepared and fully characterized by using different physicochemical techniques such as XRD, TG-DTA, FT-IR and N2 adsorption-desorption. Afterwards, its catalytic activity was investigated through the one-pot condensation of aryl aldehyde, malononitrile and ethyl acetoacetate. Moreover, it exhibits good catalytic activity for the synthesis of 4H-pyran derivatives under green conditions. These latter have many benefits, such as simple procedure, good to excellent yields and easy separation of the catalyst from the reaction mixture.

Keywords: Green synthesis, bioactive compounds, metal oxide-spinel system, heterogeneous catalyst, multi-compound reaction, 4H-Pyran.

Graphical Abstract
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