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