MgAl2O4 spinel-type as highly efficient catalyst for one-pot synthesis of 4H-pyrans

M. Dib, Marieme Kacem, S. Talbi, H. Ouchetto, Khadija Ouchetto, A. Essoumhi, A. Hafid, M. Khouili
{"title":"MgAl2O4 spinel-type as highly efficient catalyst for one-pot synthesis of 4H-pyrans","authors":"M. Dib, Marieme Kacem, S. Talbi, H. Ouchetto, Khadija Ouchetto, A. Essoumhi, A. Hafid, M. Khouili","doi":"10.2174/2212796816666220111111638","DOIUrl":null,"url":null,"abstract":"\n\nPyran is an heterocyclic oxygen-containing compound that displays a wide range of therapeutic activities. Additionally, pyran is also one of the important structural subunits widely found in pharmaceuticals products. This makes it a recent focus for researchers from the industry and academic institutions. Herein, we reported an efficient and environmentally friendly one-pot strategy for the synthesis of bioactive 4H-pyran compounds via a multicomponent reaction of ethyl acetoacetate, malononitrile and substituted aromatic aldehydes in the presence of the heterogeneous spinel catalyst ( MgAl2O4 ) under mild conditions (room temperature and green solvents). The MgAl2O4 nanocatalyst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by heat treatment at 800°C. The samples were studied by a various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. Good to excellent yields and facile separation of the catalyst from the reaction mixture are two of the most appealing features of this approach. Thus, bioactive molecules with pyran units may have fascinating biological properties.\n\nAn efficient and green strategy for the one-pot synthesis of bioactive 4H-pyran compounds has been described. The pyrans heterocycles were produced by multicomponent reaction of ethyl acetoacetate, malononirile and substituted aromatic aldehydes in the presence of MgAl2O4 spinel nanocatalyst under mild conditions (room temperature and green solvents). MgAl2O4 nanocatalytst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by thermal treatment at 800°C. The samples were investigated by various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. The following are the appealing qualities of this unique strategy including good to exceptional yields, and ease of separation of catalyst from the reaction mixture. Thus, the obtained bioactive compounds containing pyrans motif can be exhibiting interested biological activities.\n\n\n\nThe substituted 4H-pyran compounds were carried out by condensation reaction of substituted aromatic aldehydes, ethyl ethyl acetoacetate and malononirile by using MgAl2O4 nanocatalyst under sustainable conditions.\n\n\n\nTo develop an efficient methodology for synthesis of 4H-pyran heterocyclic molecules may have interesting applications in biology using a heterogeneous and easily synthesized catalyst.\n\n\n\nThis procedure outlines the synthesis of bioactive compounds in good yields and with ease of catalyst extraction from the reaction mixture under sustainable reaction conditions.\n\n\n\nIn conclusion, it is important to reiterate that a spinel nanostucture has been successfully prepared and fully characterized using different physicochemical analysis methods. The catalytic activity of this heterogeneous catalyst was examined through the one-pot condensation of aryl benzaldehyde, malononitrile and ethyl acetoacetate. Therefore, we have developed a green method for the preparation of 4H-pyrans derivatives using MgAl2O4 as an efficient heterogeneous catalyst. The reactions were performed under green conditions, which have many benefits such as undergoing a simple procedure, good to excellent yields and easy to separate the catalyst.\n","PeriodicalId":10784,"journal":{"name":"Current Chemical Biology","volume":"11 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2022-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Chemical Biology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2174/2212796816666220111111638","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

Pyran is an heterocyclic oxygen-containing compound that displays a wide range of therapeutic activities. Additionally, pyran is also one of the important structural subunits widely found in pharmaceuticals products. This makes it a recent focus for researchers from the industry and academic institutions. Herein, we reported an efficient and environmentally friendly one-pot strategy for the synthesis of bioactive 4H-pyran compounds via a multicomponent reaction of ethyl acetoacetate, malononitrile and substituted aromatic aldehydes in the presence of the heterogeneous spinel catalyst ( MgAl2O4 ) under mild conditions (room temperature and green solvents). The MgAl2O4 nanocatalyst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by heat treatment at 800°C. The samples were studied by a various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. Good to excellent yields and facile separation of the catalyst from the reaction mixture are two of the most appealing features of this approach. Thus, bioactive molecules with pyran units may have fascinating biological properties. An efficient and green strategy for the one-pot synthesis of bioactive 4H-pyran compounds has been described. The pyrans heterocycles were produced by multicomponent reaction of ethyl acetoacetate, malononirile and substituted aromatic aldehydes in the presence of MgAl2O4 spinel nanocatalyst under mild conditions (room temperature and green solvents). MgAl2O4 nanocatalytst was prepared from Mg/Al-LDH with a molar ratio 3 of Mg2+/Al3+ by thermal treatment at 800°C. The samples were investigated by various characterization techniques such as XRD, TG-dTG, FT-IR and N2 adsorption-desorption. The following are the appealing qualities of this unique strategy including good to exceptional yields, and ease of separation of catalyst from the reaction mixture. Thus, the obtained bioactive compounds containing pyrans motif can be exhibiting interested biological activities. The substituted 4H-pyran compounds were carried out by condensation reaction of substituted aromatic aldehydes, ethyl ethyl acetoacetate and malononirile by using MgAl2O4 nanocatalyst under sustainable conditions. To develop an efficient methodology for synthesis of 4H-pyran heterocyclic molecules may have interesting applications in biology using a heterogeneous and easily synthesized catalyst. This procedure outlines the synthesis of bioactive compounds in good yields and with ease of catalyst extraction from the reaction mixture under sustainable reaction conditions. In conclusion, it is important to reiterate that a spinel nanostucture has been successfully prepared and fully characterized using different physicochemical analysis methods. The catalytic activity of this heterogeneous catalyst was examined through the one-pot condensation of aryl benzaldehyde, malononitrile and ethyl acetoacetate. Therefore, we have developed a green method for the preparation of 4H-pyrans derivatives using MgAl2O4 as an efficient heterogeneous catalyst. The reactions were performed under green conditions, which have many benefits such as undergoing a simple procedure, good to excellent yields and easy to separate the catalyst.
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
尖晶石型MgAl2O4一锅法合成4h -吡喃的高效催化剂
吡喃是一种杂环含氧化合物,具有广泛的治疗活性。此外,吡喃也是广泛存在于药品中的重要结构亚基之一。这使其成为行业和学术机构研究人员最近关注的焦点。本文报道了在温和条件下(室温和绿色溶剂),以异相尖晶石催化剂(MgAl2O4)为催化剂,通过乙酰乙酸乙酯、丙二腈和取代芳醛的多组分反应,高效、环保地一锅合成具有生物活性的4h -吡喃化合物。以Mg2+/Al3+的摩尔比为3的Mg/Al-LDH为原料,经800℃热处理制备了MgAl2O4纳米催化剂。采用XRD、TG-dTG、FT-IR、N2吸附-脱附等表征方法对样品进行了表征。这种方法的两个最吸引人的特点是产率高到极好,催化剂从反应混合物中容易分离。因此,具有吡喃单位的生物活性分子可能具有迷人的生物学特性。介绍了一种高效、绿色的一锅法合成具有生物活性的4h -吡喃化合物的方法。以MgAl2O4尖晶石纳米催化剂为催化剂,在温和条件下(室温和绿色溶剂),以乙酸乙酯、丙二腈和取代芳醛为原料,进行多组分反应制备吡喃杂环化合物。以Mg2+/Al3+的摩尔比为3的Mg/Al-LDH为原料,在800℃下进行热处理,制备了MgAl2O4纳米催化剂。采用XRD、TG-dTG、FT-IR、N2吸附-脱附等表征方法对样品进行了表征。以下是这种独特策略的吸引人的品质,包括良好的收率和易于从反应混合物中分离催化剂。因此,所获得的含有吡喃基序的生物活性化合物可以表现出感兴趣的生物活性。以MgAl2O4纳米催化剂为催化剂,在可持续条件下,通过取代芳醛、乙乙酸乙酯和丙二腈的缩合反应制备取代4h -吡喃化合物。利用一种易合成的多相催化剂,开发一种高效的合成4h -吡喃杂环分子的方法可能在生物学上有有趣的应用。本程序概述了在可持续的反应条件下,从反应混合物中以高收率和易于催化剂萃取的方式合成生物活性化合物。总之,需要重申的是,尖晶石纳米结构已经成功制备,并使用不同的物理化学分析方法进行了充分的表征。通过芳基苯甲醛、丙二腈和乙酰乙酸乙酯的一锅缩合反应,考察了该非均相催化剂的催化活性。因此,我们开发了一种以MgAl2O4为高效非均相催化剂制备4h -吡喃衍生物的绿色方法。该反应在绿色条件下进行,具有过程简单、产率好、催化剂易于分离等优点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
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).
期刊最新文献
Physico-chemical and Biological Investigations of Ocimum Basilicum L. Cultivated in Algeria Predicted Role of Acetyl-CoA Synthetase and HAT p300 in Extracellular Lactate Mediated Lactylation in the Tumor: In vitro and In silico Models Tubulin-gene Mutation in Drug Resistance in Helminth Parasite: Docking and Molecular Dynamics Simulation Study Exploring the Therapeutic Potential: Antiplatelet and Antioxidant Activities of Some Medicinal Plants in Morocco Synergistic Effect, and Therapeutic Potential of Aqueous Prickly Pear Extract. In vivo Neuroleptic, Catatonic, and Hypoglycemic Activity
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1