• 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

用于通过Pechmann反应一锅合成香豆素的氧化锆基催化剂。

Zirconia-based catalyst for the one-pot synthesis of coumarin through Pechmann reaction.

作者信息

Khan Shahid Ali, Khan Sher Bahadar, Asiri Abdullah M, Ahmad Ikram

机构信息

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia.

Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia.

出版信息

Nanoscale Res Lett. 2016 Dec;11(1):345. doi: 10.1186/s11671-016-1525-3. Epub 2016 Jul 26.

DOI:10.1186/s11671-016-1525-3
PMID:27460593
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4961655/
Abstract

Coumarins play an important role in drug development with diverse biological applications. Herein, we present the synthesis of coumarin through Pechmann reaction by using zirconia-based heterogeneous catalysts (ZrO2-TiO2, ZrO2-ZnO, and ZrO2/cellulose) in a solvent-free condition at room temperature. ZrO2-TiO2, ZrO2-ZnO, and ZrO2/cellulose were identified through spectroscopic techniques such as FESEM, X-ray, EDS, XPS, and FT-IR. ZrO2-TiO2 showed the best catalytic performance while ZrO2/cellulose was inactive. The kinetic parameters were observed in a solvent-free condition as well as in toluene and ethanol. The temperature effect was extensively studied which revealed that increasing the temperature will increase the rate of reaction. The rate of reaction in a solvent-free condition, ethanol, and toluene were 1.7 × 10(-3), 1.7 × 10(-2), and 5.6 × 10(-3) g mol(-1) min(-1), respectively.

摘要

香豆素在具有多种生物应用的药物开发中发挥着重要作用。在此,我们展示了在室温无溶剂条件下,通过使用基于氧化锆的多相催化剂(ZrO2-TiO2、ZrO2-ZnO和ZrO2/纤维素),经由Pechmann反应合成香豆素。通过诸如场发射扫描电子显微镜(FESEM)、X射线、能谱仪(EDS)、X射线光电子能谱(XPS)和傅里叶变换红外光谱(FT-IR)等光谱技术对ZrO2-TiO2、ZrO2-ZnO和ZrO2/纤维素进行了鉴定。ZrO2-TiO2表现出最佳的催化性能,而ZrO2/纤维素没有活性。在无溶剂条件以及甲苯和乙醇中观察了动力学参数。对温度效应进行了广泛研究,结果表明升高温度会提高反应速率。在无溶剂条件、乙醇和甲苯中的反应速率分别为1.7×10(-3)、1.7×10(-2)和5.6×10(-3) g mol(-1) min(-1)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/c5a6022b546e/11671_2016_1525_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/7615f94a91a9/11671_2016_1525_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/58d27ce1d51d/11671_2016_1525_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/34e01b743607/11671_2016_1525_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/f25924739bd2/11671_2016_1525_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/43191198ec0b/11671_2016_1525_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/b3b6cc19da92/11671_2016_1525_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/feee94d7e5df/11671_2016_1525_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/c5a6022b546e/11671_2016_1525_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/7615f94a91a9/11671_2016_1525_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/58d27ce1d51d/11671_2016_1525_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/34e01b743607/11671_2016_1525_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/f25924739bd2/11671_2016_1525_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/43191198ec0b/11671_2016_1525_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/b3b6cc19da92/11671_2016_1525_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/feee94d7e5df/11671_2016_1525_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a080/4961655/c5a6022b546e/11671_2016_1525_Fig8_HTML.jpg

相似文献

1
Zirconia-based catalyst for the one-pot synthesis of coumarin through Pechmann reaction.用于通过Pechmann反应一锅合成香豆素的氧化锆基催化剂。
Nanoscale Res Lett. 2016 Dec;11(1):345. doi: 10.1186/s11671-016-1525-3. Epub 2016 Jul 26.
2
Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts.香豆素衍生物在多相固体催化剂微波辐射下无溶剂合成。
Molecules. 2017 Nov 28;22(12):2072. doi: 10.3390/molecules22122072.
3
Oxidative dehydrogenation of n-butane over magnesium vanadate nano-catalysts supported on magnesia-zirconia: effect of vanadium content.负载于氧化镁-氧化锆上的钒酸镁纳米催化剂上正丁烷的氧化脱氢:钒含量的影响
J Nanosci Nanotechnol. 2013 Dec;13(12):8110-5. doi: 10.1166/jnn.2013.8176.
4
Introduction of poly(4-vinylpyridinium) perchlorate as a new, efficient, and versatile solid acid catalyst for one-pot synthesis of substituted coumarins under ultrasonic irradiation.介绍高氯酸聚(4-乙烯基吡啶)作为一种新型、高效、多功能的固体酸催化剂,用于超声辐射下一锅法合成取代香豆素。
Ultrason Sonochem. 2013 Jan;20(1):26-31. doi: 10.1016/j.ultsonch.2012.07.013. Epub 2012 Aug 2.
5
Heterogeneous catalytic oxidation of glycerol over a UiO-66-derived ZrO@C supported Au catalyst at room temperature.室温下甘油在UiO-66衍生的ZrO@C负载金催化剂上的多相催化氧化
RSC Adv. 2023 Sep 8;13(39):27054-27065. doi: 10.1039/d3ra04300b.
6
FeCl3-catalysed ultrasonic-assisted, solvent-free synthesis of 4-substituted coumarins. A useful complement to the Pechmann reaction.三氯化铁催化的超声辅助无溶剂合成4-取代香豆素。佩希曼反应的有益补充。
Ultrason Sonochem. 2014 May;21(3):937-42. doi: 10.1016/j.ultsonch.2013.10.018. Epub 2013 Oct 29.
7
Photocatalytic performance of TiO2 catalysts modified by H3PW12O40, ZrO2 and CeO2.H3PW12O40、ZrO2和CeO2改性的TiO2催化剂的光催化性能
J Environ Sci (China). 2009;21(7):997-1004. doi: 10.1016/s1001-0742(08)62374-8.
8
AlCl@ZnO nanostructured material: an efficient green catalyst for the one-pot solvent-free synthesis of 1,4-dihydropyridines.氯化铝@氧化锌纳米结构材料:一种用于一锅法无溶剂合成1,4 - 二氢吡啶的高效绿色催化剂。
RSC Adv. 2023 Aug 18;13(35):24767-24776. doi: 10.1039/d3ra04277d. eCollection 2023 Aug 11.
9
Nanozirconia supported ruthenium(0) nanoparticles: Highly active and reusable catalyst in hydrolytic dehydrogenation of ammonia borane.纳米氧化锆负载钌(0)纳米粒子:氨硼烷水解脱氢反应中高活性和可重复使用的催化剂。
J Colloid Interface Sci. 2018 Mar 1;513:287-294. doi: 10.1016/j.jcis.2017.11.037. Epub 2017 Nov 13.
10
Preparation of Solid Superacid SO/ZrO and SO/ZrO-MO (M=Ce, Co, Mn, and Zn) and Its Application in Toluene Nitration.固体超强酸SO/ZrO和SO/ZrO-MO(M = Ce、Co、Mn和Zn)的制备及其在甲苯硝化中的应用
ACS Omega. 2024 Feb 28;9(10):12037-12045. doi: 10.1021/acsomega.3c09663. eCollection 2024 Mar 12.

引用本文的文献

1
Carbon nanofiber/taurine-catalyzed synthesis of coumarin and 1,2,4,5-tetra-substituted imidazole derivatives under metal-free conditions.碳纳米纤维/牛磺酸催化在无金属条件下合成香豆素和1,2,4,5-四取代咪唑衍生物
Sci Rep. 2024 May 9;14(1):10677. doi: 10.1038/s41598-024-61249-2.
2
Coumarin-Synthetic Methodologies, Pharmacology, and Application as Natural Fluorophore.香豆素的合成方法、药理学及作为天然荧光团的应用。
Top Curr Chem (Cham). 2024 May 9;382(2):16. doi: 10.1007/s41061-024-00462-z.
3
A review on convenient synthesis of substituted coumarins using reuseable solid acid catalysts.

本文引用的文献

1
Microwave assisted convenient one-pot synthesis of coumarin derivatives via Pechmann condensation catalyzed by FeF3 under solvent-free conditions and antimicrobial activities of the products.在无溶剂条件下,通过FeF₃催化的Pechmann缩合反应,微波辅助便捷一锅法合成香豆素衍生物及其产物的抗菌活性。
Molecules. 2014 Aug 26;19(9):13093-103. doi: 10.3390/molecules190913093.
2
One-pot synthesis and radical scavenging activity of novel polyhydroxylated 3-arylcoumarins.一锅法合成新型多羟基 3-芳基香豆素及其自由基清除活性。
Eur J Med Chem. 2014 May 6;78:198-206. doi: 10.1016/j.ejmech.2014.03.053. Epub 2014 Mar 19.
3
Iron-catalyzed tandem oxidative coupling and annulation: an efficient approach to construct polysubstituted benzofurans.
关于使用可重复使用的固体酸催化剂方便合成取代香豆素的综述。
RSC Adv. 2021 Sep 1;11(47):29130-29155. doi: 10.1039/d1ra04887b.
4
Antibacterial Films of Alginate-CoNi-Coated Cellulose Paper Stabilized Co NPs for Dyes and Nitrophenol Degradation.用于染料和硝基苯酚降解的海藻酸钠包覆钴镍纤维素纸稳定钴纳米颗粒抗菌膜
Polymers (Basel). 2021 Nov 26;13(23):4122. doi: 10.3390/polym13234122.
5
Mild Microfluidic Approaches to Oxide Nanoparticles Synthesis.温和微流控法合成氧化物纳米粒子。
Chemistry. 2022 Feb 16;28(9):e202103132. doi: 10.1002/chem.202103132. Epub 2021 Dec 16.
6
Stabilization of Various Zero-Valent Metal Nanoparticles on a Superabsorbent Polymer for the Removal of Dyes, Nitrophenol, and Pathogenic Bacteria.在高吸水性聚合物上负载各种零价金属纳米颗粒用于去除染料、硝基苯酚和致病细菌的研究
ACS Omega. 2020 Mar 23;5(13):7379-7391. doi: 10.1021/acsomega.9b04410. eCollection 2020 Apr 7.
7
Design, synthesis and validation of anti-microbial coumarin derivatives: An efficient green approach.抗微生物香豆素衍生物的设计、合成与验证:一种高效的绿色方法。
Heliyon. 2019 Oct 18;5(10):e02615. doi: 10.1016/j.heliyon.2019.e02615. eCollection 2019 Oct.
铁催化串联氧化偶联和环化反应:构建多取代苯并呋喃的有效方法。
J Am Chem Soc. 2009 Dec 2;131(47):17387-93. doi: 10.1021/ja907568j.
4
Coumarin metabolism, toxicity and carcinogenicity: relevance for human risk assessment.香豆素的代谢、毒性与致癌性:对人类风险评估的意义
Food Chem Toxicol. 1999 Apr;37(4):423-53. doi: 10.1016/s0278-6915(99)00010-1.
5
Antimicrobial properties of some hydroxycoumarins and Fraxinus ornus bark extracts.某些羟基香豆素和白蜡树树皮提取物的抗菌特性。
J Ethnopharmacol. 1993 Aug;39(3):205-8. doi: 10.1016/0378-8741(93)90037-6.