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

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

Volume: 17 Issue: 3

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

Affiliation:

• Laboratory of Applied Chemistry and Environment, Mineral Solid Chemistry Team, Faculty of Sciences, Mohammed First University, B.P. 717, 60 000, Oujda, Morocco

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.

Cite this article as:

Dib Mustapha*, Kacem Marieme, Talbi Soumaya, Ouchetto Hajiba, Ouchetto Khadija, Essoumhi Abdellatif, Hafid Abderrafia and Khouili Mostafa, MgO-MgAl₂O₄: An Efficient Catalyst for Multicomponent Synthesis of Substituted 4H-pyran, Current Chemical Biology 2023; 17 (3) . https://dx.doi.org/10.2174/2212796817666230626120825