• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

在无溶剂条件下,以SOH@imineZCMNPs作为新型高效可重复使用的酸性纳米催化剂催化一锅法合成3,4-二氢嘧啶-2(1)-酮

One-pot synthesis of 3,4-dihydropyrimidin-2(1)-ones catalyzed by SOH@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions.

作者信息

Abbaspour-Gilandeh Esmayeel, Yahyazadeh Asieh, Aghaei-Hashjin Mehraneh

机构信息

Chemistry Department, University of Guilan 41335-1914 Rasht Iran

Young Researchers and Elites Club, Ardabil Branch, Islamic Azad University Ardabil Iran.

出版信息

RSC Adv. 2018 Dec 3;8(70):40243-40251. doi: 10.1039/c8ra08622b. eCollection 2018 Nov 28.

DOI:10.1039/c8ra08622b
PMID:35558253
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9091268/
Abstract

The synthesis of 3,4-dihydropyrimidin-2(1)-one derivatives was accomplished efficiently a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SOH@imineZCMNPs as a novel, environment friendly, and reusable heterogeneous magnetic nanocatalyst under solvent-free conditions at 90 °C. The desired products were obtained with high quantitative yields. The catalyst was separated by simple isolation from the reaction mixture using a permanent magnet and reused several times without any significant loss of catalytic activity. The synthesized catalyst was fully characterized through various techniques including thermogravimetric analysis, Fourier transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, and the Hammett acidity test. This methodology tolerates most substrates and has the salient features of green reaction conditions, lower catalyst loading, high quantitative yields, low cost, the absence of solvents, and easy isolation and reusability of the catalyst.

摘要

在无溶剂条件下,于90℃,以10mg SOH@imineZCMNPs作为一种新型、环境友好且可重复使用的多相磁性纳米催化剂,通过乙酰乙酸乙酯、各类醛与尿素之间的三组分反应,高效完成了3,4-二氢嘧啶-2(1)-酮衍生物的合成。所需产物以高定量产率获得。使用永久磁铁通过简单分离从反应混合物中分离出催化剂,并多次重复使用,催化活性无任何显著损失。通过热重分析、傅里叶变换红外光谱、扫描电子显微镜、透射电子显微镜、X射线衍射和哈米特酸度测试等多种技术对合成的催化剂进行了全面表征。该方法对大多数底物具有耐受性,具有绿色反应条件、较低催化剂负载量、高定量产率、低成本、无溶剂以及催化剂易于分离和可重复使用等显著特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/5b5ae2aa9889/c8ra08622b-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/ce653e22b7e8/c8ra08622b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/cd4dc3858e26/c8ra08622b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/1f03b38ab0fd/c8ra08622b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/264e2ec4b4cd/c8ra08622b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/68c0587af6ba/c8ra08622b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/16407d259650/c8ra08622b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/a0029f55a357/c8ra08622b-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/2208bf094412/c8ra08622b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/86d96c0021f0/c8ra08622b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/5b5ae2aa9889/c8ra08622b-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/ce653e22b7e8/c8ra08622b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/cd4dc3858e26/c8ra08622b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/1f03b38ab0fd/c8ra08622b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/264e2ec4b4cd/c8ra08622b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/68c0587af6ba/c8ra08622b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/16407d259650/c8ra08622b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/a0029f55a357/c8ra08622b-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/2208bf094412/c8ra08622b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/86d96c0021f0/c8ra08622b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/5b5ae2aa9889/c8ra08622b-f7.jpg

相似文献

1
One-pot synthesis of 3,4-dihydropyrimidin-2(1)-ones catalyzed by SOH@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions.在无溶剂条件下,以SOH@imineZCMNPs作为新型高效可重复使用的酸性纳米催化剂催化一锅法合成3,4-二氢嘧啶-2(1)-酮
RSC Adv. 2018 Dec 3;8(70):40243-40251. doi: 10.1039/c8ra08622b. eCollection 2018 Nov 28.
2
Isoniazid-functionalized Fe3O4 Magnetic Nanoparticles as a Green and Efficient Catalyst for the Synthesis of 3, 4-dihydropyrimidin-2(1H)-ones and their Sulfur Derivatives.异烟肼功能化的Fe3O4磁性纳米粒子作为绿色高效催化剂用于合成3,4-二氢嘧啶-2(1H)-酮及其硫衍生物
Curr Org Synth. 2020;17(1):46-54. doi: 10.2174/1570179416666191118110316.
3
One-pot synthesis of 2-amino-4-chromene derivatives by MNPs@Cu as an effective and reusable magnetic nanocatalyst.以MNPs@Cu作为有效且可重复使用的磁性纳米催化剂一锅法合成2-氨基-4-色烯衍生物
RSC Adv. 2019 Apr 25;9(23):12801-12812. doi: 10.1039/c9ra01679a.
4
1, 1'-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction.1,1'-亚磺酰二乙铵双(硫酸氢盐)作为一种可回收的双阳离子离子液体催化剂,用于通过Biginelli 反应高效无溶剂合成 3,4-二氢嘧啶-2(1H)-酮。
Comb Chem High Throughput Screen. 2020;23(2):157-167. doi: 10.2174/1386207323666200127113743.
5
Mo@GAA-FeO MNPs: a highly efficient and environmentally friendly heterogeneous magnetic nanocatalyst for the synthesis of polyhydroquinoline derivatives.钼@GAA-氧化铁磁性纳米颗粒:一种用于合成聚氢喹啉衍生物的高效且环保的多相磁性纳米催化剂。
RSC Adv. 2021 Mar 11;11(18):10497-10511. doi: 10.1039/d1ra00396h. eCollection 2021 Mar 10.
6
SOH-Functionalized Epoxy-Immobilized FeO Core-Shell Magnetic Nanoparticles as an Efficient, Reusable, and Eco-Friendly Catalyst for the Sustainable and Green Synthesis of Pyran and Pyrrolidinone Derivatives.SOH功能化环氧固定化FeO核壳磁性纳米粒子作为一种高效、可重复使用且环保的催化剂用于可持续绿色合成吡喃和吡咯烷酮衍生物
ACS Omega. 2023 Jul 3;8(29):25780-25798. doi: 10.1021/acsomega.3c01068. eCollection 2023 Jul 25.
7
Zr@IL-FeO MNPs as an efficient and green heterogeneous magnetic nanocatalyst for the one-pot three-component synthesis of highly substituted pyran derivatives under solvent-free conditions.锆负载离子液体修饰的磁性纳米颗粒作为一种高效绿色的多相磁性纳米催化剂,用于在无溶剂条件下一步法三组分合成高取代吡喃衍生物。
RSC Adv. 2021 Jul 5;11(38):23491-23505. doi: 10.1039/d1ra04381a. eCollection 2021 Jul 1.
8
Ionophore silica-coated magnetite nanoparticles as a recyclable heterogeneous catalyst for one-pot green synthesis of 2,4,5-trisubstituted imidazoles.离子载体二氧化硅包覆的磁铁矿纳米颗粒作为一种可循环利用的多相催化剂用于一锅法绿色合成2,4,5-三取代咪唑。
Dalton Trans. 2016 Jan 21;45(3):1243-53. doi: 10.1039/c5dt03488d.
9
Superparamagnetic Poly(aniline-co-m-phenylenediamine)@FeO Nanocomposite as an Efficient Heterogeneous Catalyst for the Synthesis of 1-pyrazolo[1,2-]pyridazine-5,8-diones & 1-pyrazolo[1,2-]phthalazine-5, 10-diones Derivatives.超顺磁性聚(苯胺 - 间苯二胺)@FeO纳米复合材料作为合成1 - 吡唑并[1,2 - ]哒嗪 - 5,8 - 二酮和1 - 吡唑并[1,2 - ]酞嗪 - 5,10 - 二酮衍生物的高效多相催化剂
Curr Org Synth. 2022 Mar 3;19(2):246-266. doi: 10.2174/1570179418666211104143736.
10
Bi Metal-Organic Framework (Ce/Ni-BTC) as Heterogeneous Catalyst for the Green Synthesis of Substituted Chromeno[4, 3-b]quinolone under Solvent Free Condition.双金属有机骨架(Ce/Ni-BTC)作为多相催化剂在无溶剂条件下绿色合成取代色烯并[4,3-b]喹啉酮。
Curr Org Synth. 2021;18(5):475-482. doi: 10.2174/1570179418666210122100240.

引用本文的文献

1
Copper salt of a DABCO-based molten salt: a high-performance catalyst in the one-pot synthesis of 3,4-dihydropyrimidine and polyhydroquinoline derivatives.基于1,4-二氮杂双环[2.2.2]辛烷的熔盐铜盐:3,4-二氢嘧啶和多氢喹啉衍生物一锅法合成中的高性能催化剂。
RSC Adv. 2023 Dec 6;13(50):35659-35671. doi: 10.1039/d3ra07366a. eCollection 2023 Nov 30.
2
l-Asparagine-EDTA-amide silica-coated MNPs: a highly efficient and nano-ordered multifunctional core-shell organocatalyst for green synthesis of 3,4-dihydropyrimidin-2(1)-one compounds.L-天冬酰胺-乙二胺四乙酸酰胺二氧化硅包覆磁性纳米粒子:一种用于绿色合成3,4-二氢嘧啶-2(1H)-酮化合物的高效且具有纳米级有序结构的多功能核壳有机催化剂。
RSC Adv. 2022 Aug 12;12(34):21742-21759. doi: 10.1039/d2ra02935a. eCollection 2022 Aug 4.
3

本文引用的文献

1
Magnetically retrievable catalysts for organic synthesis.用于有机合成的磁性可回收催化剂。
Chem Commun (Camb). 2013 Jan 28;49(8):752-70. doi: 10.1039/c2cc35663e.
2
Magnetically recoverable nanocatalysts.磁性可回收纳米催化剂。
Chem Rev. 2011 May 11;111(5):3036-75. doi: 10.1021/cr100230z. Epub 2011 Mar 14.
3
Magnetically separable nanocatalysts: bridges between homogeneous and heterogeneous catalysis.磁性可分离纳米催化剂:均相催化与多相催化之间的桥梁。
Mo@GAA-FeO MNPs: a highly efficient and environmentally friendly heterogeneous magnetic nanocatalyst for the synthesis of polyhydroquinoline derivatives.钼@GAA-氧化铁磁性纳米颗粒:一种用于合成聚氢喹啉衍生物的高效且环保的多相磁性纳米催化剂。
RSC Adv. 2021 Mar 11;11(18):10497-10511. doi: 10.1039/d1ra00396h. eCollection 2021 Mar 10.
4
1,3-Bis(carboxymethyl)imidazolium Chloride as a Sustainable, Recyclable, and Metal-Free Ionic Catalyst for the Biginelli Multicomponent Reaction in Neat Condition.1,3-双(羧甲基)咪唑鎓氯化物作为一种可持续、可回收且无金属的离子催化剂用于无溶剂条件下的Biginelli多组分反应
ACS Omega. 2021 Oct 1;6(40):26035-26047. doi: 10.1021/acsomega.1c02976. eCollection 2021 Oct 12.
Angew Chem Int Ed Engl. 2010 May 3;49(20):3428-59. doi: 10.1002/anie.200905684.
4
Advancing the frontiers in nanocatalysis, biointerfaces, and renewable energy conversion by innovations of surface techniques.通过表面技术创新推动纳米催化、生物界面和可再生能源转换领域的前沿发展。
J Am Chem Soc. 2009 Nov 25;131(46):16589-605. doi: 10.1021/ja9061954.
5
Aqueous microwave chemistry: a clean and green synthetic tool for rapid drug discovery.水相微波化学:用于快速药物发现的清洁绿色合成工具。
Chem Soc Rev. 2008 Aug;37(8):1546-57. doi: 10.1039/b716534j. Epub 2008 Jun 6.
6
Magnetic nanoparticles: synthesis, protection, functionalization, and application.磁性纳米颗粒:合成、保护、功能化及应用。
Angew Chem Int Ed Engl. 2007;46(8):1222-44. doi: 10.1002/anie.200602866.
7
Carbon-carbon coupling reactions catalyzed by heterogeneous palladium catalysts.非均相钯催化剂催化的碳-碳偶联反应。
Chem Rev. 2007 Jan;107(1):133-73. doi: 10.1021/cr0505674.
8
Highly enantioselective organocatalytic Biginelli reaction.高度对映选择性有机催化的Biginelli反应。
J Am Chem Soc. 2006 Nov 22;128(46):14802-3. doi: 10.1021/ja065267y.
9
Asymmetric heterogeneous catalysis.不对称多相催化
Angew Chem Int Ed Engl. 2006 Jul 17;45(29):4732-62. doi: 10.1002/anie.200504212.
10
Silica-based mesoporous organic-inorganic hybrid materials.硅基介孔有机-无机杂化材料
Angew Chem Int Ed Engl. 2006 May 12;45(20):3216-51. doi: 10.1002/anie.200503075.