MgO-MgAl2O4:多组分取代4h -吡喃合成的高效催化剂

M. Dib, Marieme Kacem, S. Talbi, H. Ouchetto, Khadija Ouchetto, A. Essoumhi, A. Hafid, M. Khouili
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引用次数: 0

摘要

4h -吡喃类化合物是一类重要的杂环化合物,具有多种生物学和药学性质。此外,4h -吡喃是制药工业中常见的关键结构成分。因此,它最近得到了行业研究人员和学术组织的极大关注。在此,我们报告了一种高效和环保的一锅策略,通过多组分反应合成含有4h -吡喃基序的生物活性化合物。该反应是在固体催化剂MgO-MgAl2O4的存在下,用等摩尔量的乙酰乙酸乙酯、丙二腈和取代醛在温和条件下发生反应。对金属阳离子比为Mg2+/Al3+ = 3:1的层状双氢氧化物在800℃下进行热处理,并用XRD、TG-DTA、FT-IR和N2吸附-脱附等技术对其进行了表征。因此,含有吡喃单位的生物活性化合物可能具有有趣的生物学特性。该合成方案具有程序简单、产率高、催化剂易于从反应混合物中分离等优点。采用MgO-MgAl2O4催化剂,在温和条件下由取代醛、乙酰乙酸乙酯和丙二腈缩合反应制备取代4h -吡喃衍生物。本研究旨在开发一种高效的合成在生物科学领域具有潜在应用价值的4h -吡喃杂环化合物的方法。该研究利用MgO-MgAl2O4作为高效的多相催化剂。本研究详细介绍了在可持续反应条件下合成4h -吡喃生物活性化合物的方法,该方法产率高,催化剂易于从反应混合物中分离。综上所述,通过XRD、TG-DTA、FT-IR、N2吸附-脱附等不同的物理化学技术,成功制备了MgO-MgAl2O4尖晶石纳米结构,并对其进行了表征。然后,通过芳醛、丙二腈和乙酰乙酸乙酯的一锅缩合反应考察了其催化活性。在绿色条件下,对4h -吡喃衍生物的合成具有良好的催化活性。后者具有操作简单、产率高、催化剂易于从反应混合物中分离等优点。
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MgO-MgAl2O4: An efficient catalyst for multicomponent synthesis of substituted 4H-pyran
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. 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. 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. 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.
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来源期刊
Current Chemical Biology
Current Chemical Biology Medicine-Biochemistry (medical)
CiteScore
1.40
自引率
0.00%
发文量
16
期刊介绍: Current Chemical Biology aims to publish full-length and mini reviews on exciting new developments at the chemistry-biology interface, covering topics relating to Chemical Synthesis, Science at Chemistry-Biology Interface and Chemical Mechanisms of Biological Systems. Current Chemical Biology covers the following areas: Chemical Synthesis (Syntheses of biologically important macromolecules including proteins, polypeptides, oligonucleotides, oligosaccharides etc.; Asymmetric synthesis; Combinatorial synthesis; Diversity-oriented synthesis; Template-directed synthesis; Biomimetic synthesis; Solid phase biomolecular synthesis; Synthesis of small biomolecules: amino acids, peptides, lipids, carbohydrates and nucleosides; and Natural product synthesis).
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