• 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

天然埃洛石纳米管作为斯特雷克反应中的高效催化剂:无溶剂条件下α-氨基腈的合成

Natural halloysite nanotubes as an efficient catalyst in strecker reaction: the synthesis of α-amino nitriles under solvent-free conditions.

作者信息

Mousavi-Mashhadi Seyed Ali, Shiri Ali

机构信息

Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, Iran.

出版信息

Mol Divers. 2023 Apr;27(2):919-929. doi: 10.1007/s11030-022-10479-5. Epub 2022 Jul 8.

DOI:10.1007/s11030-022-10479-5
PMID:35799077
Abstract

In this work, a green and cost-effective method based on halloysite as natural catalyst for the synthesis of α-amino nitriles via Strecker three-component reaction is introduced. The chemical and physical structure of natural halloysite has characterized thoroughly, and then the effect of different parameters such as the amount of catalyst, solvent, and temperature was optimized in the synthesis of 2-phenyl-2-(phenylamino)acetonitrile as the model reaction. Then, various substituted benzaldehydes and anilines were converted to the desired α-amino nitriles under the optimized conditions. Electronic properties of substituents on aldehydes and aromatic amines have been affected the reaction efficiency. For all substrates, good to excellent yields of the corresponding α-amino nitriles were obtained under solvent-free conditions at room temperature. The catalyst has been recovered and reused five times in successive Strecker reaction.

摘要

在本工作中,介绍了一种基于埃洛石作为天然催化剂,通过斯特雷克三组分反应合成α-氨基腈的绿色且经济高效的方法。对天然埃洛石的化学和物理结构进行了全面表征,然后在以2-苯基-2-(苯基氨基)乙腈为模型反应的合成中,对催化剂用量、溶剂和温度等不同参数的影响进行了优化。然后,在优化条件下将各种取代苯甲醛和苯胺转化为所需的α-氨基腈。醛和芳香胺上取代基的电子性质影响了反应效率。对于所有底物,在无溶剂条件下于室温下获得了相应α-氨基腈的良好至优异产率。该催化剂在连续的斯特雷克反应中已回收并重复使用了五次。

相似文献

1
Natural halloysite nanotubes as an efficient catalyst in strecker reaction: the synthesis of α-amino nitriles under solvent-free conditions.天然埃洛石纳米管作为斯特雷克反应中的高效催化剂:无溶剂条件下α-氨基腈的合成
Mol Divers. 2023 Apr;27(2):919-929. doi: 10.1007/s11030-022-10479-5. Epub 2022 Jul 8.
2
ZnO-nanorods Promoted Synthesis of α-amino Nitrile Benzofuran Derivatives using One-pot Multicomponent Reaction of Isocyanides.氧化锌纳米棒促进的α-氨基腈苯并呋喃衍生物的一锅多组分反应合成
Comb Chem High Throughput Screen. 2020;23(4):345-355. doi: 10.2174/1386207323666200219124625.
3
Magnetic solid sulfonic acid decorated with hydrophobic regulators: a combinatorial and magnetically separable catalyst for the synthesis of α-aminonitriles.疏水调节剂修饰的磁性固体磺酸:一种用于合成α-氨基腈的组合式且可磁分离的催化剂。
ACS Comb Sci. 2014 Jul 14;16(7):352-8. doi: 10.1021/co500022g. Epub 2014 Jun 23.
4
Catalytic asymmetric three-component acyl-Strecker reaction.催化不对称三组分酰基-斯特雷克反应
Org Lett. 2007 Mar 15;9(6):1149-51. doi: 10.1021/ol0702674. Epub 2007 Feb 24.
5
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.
6
Two Zn(II)/Cd(II) Coordination Polymers as Recyclable Heterogeneous Catalysts for an Efficient Room-Temperature Synthesis of α-Aminonitriles via the Solvent-Free Strecker Reaction.两种锌(II)/镉(II)配位聚合物作为可回收的多相催化剂,用于通过无溶剂施特雷克反应高效室温合成α-氨基腈。
Inorg Chem. 2023 Jan 9;62(1):275-284. doi: 10.1021/acs.inorgchem.2c03369. Epub 2022 Dec 22.
7
Gallium (III) triflate catalyzed efficient Strecker reaction of ketones and their fluorinated analogs.三氟甲磺酸镓(III)催化酮及其氟化类似物的高效斯特雷克反应。
Proc Natl Acad Sci U S A. 2007 Mar 6;104(10):3703-6. doi: 10.1073/pnas.0611316104. Epub 2007 Feb 28.
8
Amidation of aldehydes and alcohols through α-iminonitriles and a sequential oxidative three-component Strecker reaction/thio-Michael addition/alumina-promoted hydrolysis process to access β-mercaptoamides from aldehydes, amines, and thiols.通过α-亚氨基腈和顺序氧化三组分Strecker 反应/硫迈克尔加成/氧化铝促进的水解过程将醛、胺和硫醇酰胺化,以从醛、胺和硫醇中获得β-巯基酰胺。
Chemistry. 2012 Nov 12;18(46):14812-9. doi: 10.1002/chem.201202291. Epub 2012 Sep 27.
9
An efficient, multicomponent approach for solvent-free synthesis of 2-amino-4H-chromene scaffold.一种高效、多组分的无溶剂合成 2-氨基-4H-色烯骨架的方法。
Mol Divers. 2010 Aug;14(3):473-7. doi: 10.1007/s11030-010-9246-5. Epub 2010 Apr 7.
10
The decarboxylative Strecker reaction.脱羧斯特雷克反应。
Org Lett. 2011 Dec 16;13(24):6584-7. doi: 10.1021/ol202957d. Epub 2011 Nov 16.

引用本文的文献

1
A versatile approach for one-pot synthesis of hybridized quinolines linked to fused N-containing heterocycles in water.一锅法在水中合成连接融合含氮杂环的杂化喹啉的通用方法。
Mol Divers. 2024 Feb;28(1):197-207. doi: 10.1007/s11030-023-10719-2. Epub 2023 Sep 11.

本文引用的文献

1
A PANI-FeO@ZnO nanocomposite: a magnetically separable and applicable catalyst for the synthesis of chromeno-pyrido[]pyrimidine derivatives.聚苯胺-氧化铁@氧化锌纳米复合材料:一种用于合成色烯并吡啶[]嘧啶衍生物的可磁分离且适用的催化剂。
RSC Adv. 2020 Apr 21;10(26):15614-15621. doi: 10.1039/d0ra01978j. eCollection 2020 Apr 16.
2
An efficient and green one-pot synthesis of tetrahydrobenzo[a]xanthenes, 1,8-dioxo-octahydroxanthenes and dibenzo[a,j]xanthenes by FeO@Agar-Ag as nanocatalyst.FeO@Agar-Ag 纳米催化剂高效绿色一锅法合成四氢苯并[a]呫吨、1,8-二氧代-氧杂环庚并[a]呫吨和二苯并[a,j]呫吨
Mol Divers. 2022 Oct;26(5):2745-2759. doi: 10.1007/s11030-021-10368-3. Epub 2022 Jan 29.
3
Adsorption of phosphate on iron oxide doped halloysite nanotubes.
氧化铁掺杂埃洛石纳米管对磷酸盐的吸附。
Sci Rep. 2019 Mar 1;9(1):3232. doi: 10.1038/s41598-019-39035-2.
4
FeO MNPs as a green catalyst for syntheses of functionalized [1,3]-oxazole and 1H-pyrrolo-[1,3]-oxazole derivatives and evaluation of their antioxidant activity.FeO MNPs 作为一种绿色催化剂用于合成功能化 [1,3]-恶唑和 1H-吡咯并[1,3]-恶唑衍生物,并评价其抗氧化活性。
Mol Divers. 2019 Nov;23(4):885-896. doi: 10.1007/s11030-019-09916-9. Epub 2019 Jan 17.
5
The use of halloysite functionalized with isothiouronium salts as an organic/inorganic hybrid adsorbent for uranium(VI) ions removal.使用异硫脲盐功能化的埃洛石作为有机/无机杂化吸附剂去除铀(VI)离子。
J Hazard Mater. 2018 Jul 15;354:133-144. doi: 10.1016/j.jhazmat.2018.03.057. Epub 2018 Apr 21.
6
A Mesoporous Indium Metal-Organic Framework: Remarkable Advances in Catalytic Activity for Strecker Reaction of Ketones.介孔铟金属有机骨架:酮斯特雷克反应中催化活性的显著进展。
J Am Chem Soc. 2016 Jul 27;138(29):9089-92. doi: 10.1021/jacs.6b05706. Epub 2016 Jul 15.
7
Solid-supported gallium triflate: an efficient catalyst for the three-component ketonic Strecker reaction.固体支撑三氟甲磺酸镓:酮类Strecker 反应的高效催化剂。
ChemSusChem. 2012 Feb 13;5(2):332-8. doi: 10.1002/cssc.201100370. Epub 2011 Dec 8.
8
Asymmetric strecker reactions.不对称施特雷克反应。
Chem Rev. 2011 Nov 9;111(11):6947-83. doi: 10.1021/cr200057t. Epub 2011 Aug 18.
9
Nitrile-containing pharmaceuticals: efficacious roles of the nitrile pharmacophore.含腈类药物:腈药效基团的有效作用
J Med Chem. 2010 Nov 25;53(22):7902-17. doi: 10.1021/jm100762r. Epub 2010 Aug 30.
10
Obovatols, new chitin synthase 2 inhibitors of Saccharomyces cerevisiae from Magnolia obovata.倒卵叶木兰中新型酿酒酵母几丁质合成酶2抑制剂倒卵叶木兰醇。
J Antimicrob Chemother. 2002 Jan;49(1):95-101. doi: 10.1093/jac/49.1.95.