• 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

近年来丙二腈在超声辅助多组分杂环合成中的应用进展。

Recent developments using malononitrile in ultrasound-assisted multicomponent synthesis of heterocycles.

作者信息

Javahershenas Ramin, Nikzat Sahand

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran.

Chemical Physics Theory Group, Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.

出版信息

Ultrason Sonochem. 2024 Jan;102:106741. doi: 10.1016/j.ultsonch.2023.106741. Epub 2023 Dec 23.

DOI:10.1016/j.ultsonch.2023.106741
PMID:38176128
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10793181/
Abstract

Ultrasonic irradiation serves as a vigorous and environmentally sustainable approach for augmenting multicomponent reactions (MCRs), offering benefits such as thermal enhancement, agitation, and activation, among others. Malononitrile emerges as a versatile reagent in this context, participating in a myriad of MCRs to produce structurally diverse heterocyclic frameworks. This review encapsulates the critical role of malononitrile in the sonochemical multicomponent synthesis of these heterocyclic structures. The paper further delves into the biochemical and pharmacological implications of these heterocycles, elucidating their reaction mechanisms as well as delineating the method's scope and limitations. We furnish an overview of the merits and challenges inherent to this synthetic approach and offer insights for potential avenues in future research.

摘要

超声辐射是一种用于增强多组分反应(MCRs)的有力且环境可持续的方法,具有热增强、搅拌和活化等诸多益处。在此背景下,丙二腈成为一种通用试剂,参与众多MCRs以生成结构多样的杂环骨架。本综述概述了丙二腈在这些杂环结构的声化学多组分合成中的关键作用。本文进一步深入探讨了这些杂环的生化和药理意义,阐明了它们的反应机制,并界定了该方法的范围和局限性。我们概述了这种合成方法固有的优点和挑战,并为未来研究的潜在途径提供见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/622f451bbace/gr45.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/cda337af63a0/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ddb080fc9ca3/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/47f13ad0e00e/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/e40a3b68ebb5/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/98c58e54e0cd/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ea65749e88c4/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/420cb6366f7d/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/aeaa836cb5ae/gr7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/c7efa9f147a2/gr8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/630ed4b62465/gr9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/3fe7ac15a62d/gr10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/324d69f9a5cf/gr11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/515dce4302ed/gr12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/5de845e1aa1b/gr13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/15f0ead439a5/gr14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/4095f38a76f6/gr15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a2ed2d45b873/gr16.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/312f4630a64f/gr17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/b5e7411d104e/gr18.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a368fda410c0/gr19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/1af9e0687302/gr20.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/eb9a0883647a/gr21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/41f22019c316/gr22.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/0400dc701f59/gr23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/cbcc292228c5/gr24.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a78d46f9ba8c/gr25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/c8893e5766f4/gr27.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/1dc9e7837c8e/gr28.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/853bfbff179d/gr30.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/953233bc061e/gr31.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/f742c403fc54/gr33.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/0f86f8d05ca0/gr34.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/e264e0e95398/gr36.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/d459906ea164/gr37.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/02dab6ed6e7b/gr39.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ee9107e64c0a/gr40.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/2b4033556fad/gr42.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/2c76a1519bcd/gr43.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/622f451bbace/gr45.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/cda337af63a0/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ddb080fc9ca3/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/47f13ad0e00e/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/e40a3b68ebb5/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/98c58e54e0cd/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ea65749e88c4/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/420cb6366f7d/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/aeaa836cb5ae/gr7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/c7efa9f147a2/gr8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/630ed4b62465/gr9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/3fe7ac15a62d/gr10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/324d69f9a5cf/gr11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/515dce4302ed/gr12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/5de845e1aa1b/gr13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/15f0ead439a5/gr14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/4095f38a76f6/gr15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a2ed2d45b873/gr16.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/312f4630a64f/gr17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/b5e7411d104e/gr18.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a368fda410c0/gr19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/1af9e0687302/gr20.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/eb9a0883647a/gr21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/41f22019c316/gr22.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/0400dc701f59/gr23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/cbcc292228c5/gr24.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/a78d46f9ba8c/gr25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/c8893e5766f4/gr27.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/1dc9e7837c8e/gr28.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/853bfbff179d/gr30.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/953233bc061e/gr31.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/f742c403fc54/gr33.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/0f86f8d05ca0/gr34.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/e264e0e95398/gr36.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/d459906ea164/gr37.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/02dab6ed6e7b/gr39.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/ee9107e64c0a/gr40.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/2b4033556fad/gr42.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/2c76a1519bcd/gr43.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e961/10793181/622f451bbace/gr45.jpg

相似文献

1
Recent developments using malononitrile in ultrasound-assisted multicomponent synthesis of heterocycles.近年来丙二腈在超声辅助多组分杂环合成中的应用进展。
Ultrason Sonochem. 2024 Jan;102:106741. doi: 10.1016/j.ultsonch.2023.106741. Epub 2023 Dec 23.
2
Recent developments on ultrasound-assisted one-pot multicomponent synthesis of biologically relevant heterocycles.超声促进一锅多组分合成生物相关杂环的最新进展。
Ultrason Sonochem. 2017 Mar;35(Pt A):15-35. doi: 10.1016/j.ultsonch.2016.10.010. Epub 2016 Oct 14.
3
Brønsted-acid-catalyzed asymmetric multicomponent reactions for the facile synthesis of highly enantioenriched structurally diverse nitrogenous heterocycles.布朗斯特酸催化的不对称多组分反应,用于方便地合成高对映选择性的结构多样的含氮杂环。
Acc Chem Res. 2011 Nov 15;44(11):1156-71. doi: 10.1021/ar2000343. Epub 2011 Jul 29.
4
Recent Advances in the Application of 2-Aminobenzothiazole to the Multicomponent Synthesis of Heterocycles.2-氨基苯并噻唑在杂环多组分合成中的应用研究进展
ChemistryOpen. 2024 Nov;13(11):e202400185. doi: 10.1002/open.202400185. Epub 2024 Sep 9.
5
Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.基于异氰化物的多组分反应在水中:杂环化合物合成的先进绿色工具。
Top Curr Chem (Cham). 2022 Sep 22;380(6):50. doi: 10.1007/s41061-022-00403-8.
6
Recent developments in asymmetric multicomponent reactions.不对称多组分反应的最新进展。
Chem Soc Rev. 2012 May 21;41(10):3969-4009. doi: 10.1039/c2cs15361k.
7
Recent development in the synthesis of heterocycles by 2-naphthol-based multicomponent reactions.基于 2-萘酚的多组分反应合成杂环化合物的最新进展。
Mol Divers. 2021 May;25(2):1211-1245. doi: 10.1007/s11030-020-10076-4. Epub 2020 Mar 23.
8
Recent progress in metal assisted multicomponent reactions in organic synthesis.金属辅助有机合成中的多组分反应的最新进展。
Front Chem. 2023 Sep 8;11:1217744. doi: 10.3389/fchem.2023.1217744. eCollection 2023.
9
Recent advances in the multicomponent synthesis of heterocycles using tetronic acid.利用特窗酸进行杂环化合物多组分合成的最新进展。
RSC Adv. 2023 Jun 2;13(24):16619-16629. doi: 10.1039/d3ra02505e. eCollection 2023 May 30.
10
Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects.杂环化学中的微波辅助多组分反应及其机理方面
Beilstein J Org Chem. 2021 Apr 19;17:819-865. doi: 10.3762/bjoc.17.71. eCollection 2021.

引用本文的文献

1
Ball-mill-assisted mechanochemical approaches for heterocyclic compound synthesis (2015-2024).用于杂环化合物合成的球磨辅助机械化学方法(2015 - 2024年)
Mol Divers. 2025 Apr 10. doi: 10.1007/s11030-025-11176-9.
2
FeO@SiO-DHB/DI(S-NH)-Pd(0) nanocomposite: a novel, efficient, and reusable heterogeneous catalyst for carbonylative preparation of N-aryl amides.FeO@SiO-DHB/DI(S-NH)-Pd(0)纳米复合材料:一种用于羰基化制备N-芳基酰胺的新型、高效且可重复使用的多相催化剂。
BMC Chem. 2025 Mar 15;19(1):71. doi: 10.1186/s13065-025-01440-2.
3
Magnetically recoverable catalysts for efficient multicomponent synthesis of organosulfur compounds.

本文引用的文献

1
Latest developments in coumarin-based anticancer agents: mechanism of action and structure-activity relationship studies.基于香豆素的抗癌剂的最新进展:作用机制及构效关系研究
RSC Med Chem. 2023 Oct 20;15(1):10-54. doi: 10.1039/d3md00511a. eCollection 2024 Jan 25.
2
Green multicomponent synthesis of pyrano[2,3-]pyrazole derivatives: current insights and future directions.吡喃并[2,3-]吡唑衍生物的绿色多组分合成:当前见解与未来方向
RSC Adv. 2023 Oct 2;13(41):28798-28833. doi: 10.1039/d3ra05570a. eCollection 2023 Sep 26.
3
Recent advances in the multicomponent synthesis of heterocycles using tetronic acid.
用于有机硫化合物高效多组分合成的磁性可回收催化剂。
RSC Adv. 2025 Feb 6;15(5):3928-3953. doi: 10.1039/d4ra08769k. eCollection 2025 Jan 29.
4
A Ru-Based Complex for Sustainable One-Pot Tandem Aerobic Oxidation-Knoevenagel Condensation Reactions.一种用于可持续一锅串联有氧氧化-克诺文格尔缩合反应的钌基配合物。
Molecules. 2024 Oct 30;29(21):5114. doi: 10.3390/molecules29215114.
5
Recent Advances in the Application of 2-Aminobenzothiazole to the Multicomponent Synthesis of Heterocycles.2-氨基苯并噻唑在杂环多组分合成中的应用研究进展
ChemistryOpen. 2024 Nov;13(11):e202400185. doi: 10.1002/open.202400185. Epub 2024 Sep 9.
6
Efficient Synthesis, Structural Characterization, Antibacterial Assessment, ADME-Tox Analysis, Molecular Docking and Molecular Dynamics Simulations of New Functionalized Isoxazoles.新型功能化异恶唑的高效合成、结构表征、抗菌评估、ADME-Tox 分析、分子对接和分子动力学模拟。
Molecules. 2024 Jul 17;29(14):3366. doi: 10.3390/molecules29143366.
7
Recent advances in microwave-assisted multicomponent synthesis of spiro heterocycles.微波辅助合成螺杂环化合物的研究进展
RSC Adv. 2024 Feb 13;14(8):5547-5565. doi: 10.1039/d4ra00056k. eCollection 2024 Feb 7.
利用特窗酸进行杂环化合物多组分合成的最新进展。
RSC Adv. 2023 Jun 2;13(24):16619-16629. doi: 10.1039/d3ra02505e. eCollection 2023 May 30.
4
Pseudo-multicomponent reactions.伪多组分反应
RSC Adv. 2023 May 30;13(24):16091-16125. doi: 10.1039/d3ra02746e.
5
Ultrasound-assisted synthesis of kojic acid-1,2,3-triazole based dihydropyrano[3,2-b]pyran derivatives using FeO@CQD@CuI as a novel nanomagnetic catalyst.超声辅助合成基于洛酸-1,2,3-三唑的二氢吡喃并[3,2-b]吡喃衍生物,使用 FeO@CQD@CuI 作为新型纳米磁性催化剂。
Sci Rep. 2022 Nov 19;12(1):19917. doi: 10.1038/s41598-022-24089-6.
6
Application of phenacyl bromide analogs as a versatile organic intermediate for the synthesis of heterocyclic compounds via multicomponent reactions.苯甲酰溴类似物作为多功能有机中间体在多组分反应中合成杂环化合物的应用。
Mol Divers. 2023 Oct;27(5):2399-2430. doi: 10.1007/s11030-022-10544-z. Epub 2022 Oct 13.
7
A power-triggered preparation strategy of nano-structured inorganics: sonosynthesis.一种纳米结构无机物的功率触发制备策略:声化学合成
Nanoscale Adv. 2021 Mar 8;3(9):2423-2447. doi: 10.1039/d1na00038a. eCollection 2021 May 4.
8
Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles.超声辅助无过渡金属催化:一条合成生物活性杂环化合物的可持续途径。
RSC Adv. 2022 May 11;12(22):14022-14051. doi: 10.1039/d2ra02063g. eCollection 2022 May 5.
9
Immobilized TiO nanoparticles on carbon nanotubes: an efficient heterogeneous catalyst for the synthesis of chromeno[]pyridine derivatives under ultrasonic irradiation.固定在碳纳米管上的二氧化钛纳米颗粒:一种在超声辐射下用于合成色烯并[ ]吡啶衍生物的高效非均相催化剂。
RSC Adv. 2019 Dec 17;9(71):41868-41876. doi: 10.1039/c9ra09031b. eCollection 2019 Dec 13.
10
Recent applications of ninhydrin in multicomponent reactions.茚三酮在多组分反应中的最新应用。
RSC Adv. 2020 May 18;10(32):18875-18906. doi: 10.1039/d0ra02930k. eCollection 2020 May 14.