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A Decade of Advancement in Ruthenium (II)-Catalyzed Direct C-H Activa-tion and Consequent C-C/C-N Bond Formation Using Microwave Heating 利用微波加热催化钌 (II) 直接活化 C-H 并由此形成 C-C/C-N 键的十年进展
Pub Date : 2024-05-20 DOI: 10.2174/0122133356303594240502052813
Nazia Kausar
Transition-metal catalysed activation of unreactive C-H bonds and subsequent C-C bond formation has emerged as a principal and essential tool in the field of synthetic organic chemistry. On the other hand, the microwave heating technique has been intensively used to carry out organic transformation of almost all kinds and has become a promising non-conventional technique for performing synthetic reactions. Direct C-H activation for C-C bond-forming reactions using ruthe-nium as a catalyst is currently a hot topic and represents a cost-effective synthetic pathway in or-ganic chemistry which is accompanied by the advantages of MW irradiation resulting in shorter reaction time and greener 3 as well as sustainable accomplishments.
过渡金属催化活化无反应的 C-H 键并随后形成 C-C 键已成为合成有机化学领域的主要和基本工具。另一方面,微波加热技术已被广泛用于进行几乎所有类型的有机转化,并已成为进行合成反应的一种前景广阔的非常规技术。使用钌作为催化剂进行 C-C 键形成反应的直接 C-H 活化是目前的热门话题,它代表了有机化学中一种具有成本效益的合成途径,同时微波辐照还具有缩短反应时间、更环保以及可持续发展的优势。
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引用次数: 0
Microwave Assisted Groebke-Blackburn-Bienayme Multicomponent Reaction to Synthesis of Imidazo[1,2-a]pyridine-furan Hybrids as Possible Therapeutic Option for Leukemia, Colon Cancer and Prostate Cancer 微波辅助格罗伯克-布莱克本-比奈梅多组分反应合成咪唑并[1,2-a]吡啶-呋喃杂化物,作为白血病、结肠癌和前列腺癌的可能治疗方案
Pub Date : 2024-03-22 DOI: 10.2174/0122133356294226240228103251
Parth Manvar, Dharmesh Katariya, Amita Vyas, Pooja Bhanderi, R. Khunt
Microwave assisted ecofriendly catalytic protocol for the Groebke-Blackburn-Bienayme multicomponent reaction to synthesis imidazo[1,2-a]pyridine-furan hybrids as possible therapeutic option for leukemia, colon cancer and prostate cancerMicrowave synthesis has emerged as a potent tool for the more economical and environmentally friendly synthesis of organic compounds, such as derivatives of imidazo[1,2-a]pyridine. Compared to traditional synthesis, microwave radiation causes molecules to be excited and distributes thermal energy evenly in a shorter amount of time. Shorter response times and generally improved efficiency are the benefits of this.The primary objective of the work presented in this article was to prepare imidazo[1,2-a]pyridine-furan hybrids via Groebke-Blackburn-Bienayme multicomponent reaction using PEG 400 in microwave irradiation as green approach. characterized their anticancer activities against leukemia, colon cancer and prostate cancer are evaluated.In a sealed microwave glass vial, 5-methylfuran-2-carbaldehyde 1, 2-aminoazines 2a-g, isocyanides 3a-c in presence of 20molWe have successfully synthesised the imidazo[1,2-a]pyridine-furan hybrids via Groebke-Blackburn-Bienayme multicomponent reaction using PEG 400 in microwave irradiation as green approach. The structures of the compounds were confirmed through various spectroscopic techniques. Characterized their anticancer activities against leukemia, colon cancer and prostate cancer are evaluated.The reported protocol is advantageous over conventional methods of imidazo[1,2-a]pyridine derivatives. The time required for the reaction is much less as compared to the usual requirements of reflux. Compound 4e, 4f, 4n and 4o shows the most increased activity against cell line RPMI-8226, HCT-116 and PC-3 of Leukemia, Colon cancer and Prostate cancer respectively. By using the potential of imidazo[1,2-a]pyridine-furan based compounds via sustainable green approach, more effective and accurate cancer treatments can be designed in future.NA
微波辅助格罗伯克-布莱克本-比奈梅多组分反应的生态友好催化规程,用于合成咪唑并[1,2-a]吡啶-呋喃混合物,作为白血病、结肠癌和前列腺癌的可能治疗方案微波合成已成为一种更经济、更环保地合成有机化合物(如咪唑并[1,2-a]吡啶的衍生物)的有效工具。与传统合成法相比,微波辐射能在更短的时间内激发分子并均匀分配热能。本文研究的主要目的是通过格罗伯克-布莱克本-比奈梅多组分反应制备咪唑并[1,2-a]吡啶-呋喃混合物,采用 PEG 400 在微波辐照下作为绿色方法。在一个密封的微波玻璃瓶中,5-甲基呋喃-2-甲醛 1、2-氨基嗪 2a-g、异氰酸酯 3a-c 在 20 毫摩尔的存在下,我们利用 PEG 400 在微波辐照下进行多组分反应,成功合成了咪唑并[1,2-a]吡啶-呋喃杂化物。通过各种光谱技术确认了这些化合物的结构。与传统的咪唑并[1,2-a]吡啶衍生物制备方法相比,所报告的制备方法更具优势。与传统的回流法相比,所报告的方法更具优势。化合物 4e、4f、4n 和 4o 对白血病、结肠癌和前列腺癌细胞系 RPMI-8226、HCT-116 和 PC-3 的活性分别提高了很多。通过可持续绿色方法利用咪唑并[1,2-a]吡啶-呋喃类化合物的潜力,未来可以设计出更有效、更准确的癌症治疗方法。
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引用次数: 0
Recent Advances in Using Microwaves to Prepare Chemicals at the Industrial Level 利用微波制备工业化学品的最新进展
Pub Date : 2024-02-16 DOI: 10.2174/0122133356293561240212114651
R. Cerón-Camacho
Microwave-assisted synthesis has faced challenges in implementing its use at the in-dustrial level in recent decades, including scaling up the processes. While microwave-assisted synthesis is established on a laboratory scale, there are some drawbacks associated with it, in-cluding the equipment and operational costs of the specialized microwave reactors, safety con-cerns due to high temperatures and pressures, reaction selectivity, capacity to control the rapid heating and cooling rates associated with the kinetics of some reactions, and optimization of re-producibility in the results. This manuscript discusses the relevant and recent news in the last ten years about the application of industrial reactors for producing chemicals at the industrial level.
近几十年来,微波辅助合成在工业层面的应用一直面临挑战,包括工艺规模的扩大。虽然微波辅助合成已在实验室规模上得以确立,但仍存在一些相关缺点,包括专用微波反应器的设备和运行成本、高温高压带来的安全问题、反应选择性、控制与某些反应动力学相关的快速加热和冷却速率的能力,以及优化结果的可重复性。本手稿讨论了近十年来在工业层面应用工业反应器生产化学品的相关最新消息。
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引用次数: 0
QbD Assisted Optimization of Microwave-assisted Synthesis of Polyacrylamide Grafted Tragacanth: Characterization and Instrumental Analysis 微波辅助合成聚丙烯酰胺接枝黄胶的 QbD 辅助优化:表征与仪器分析
Pub Date : 2024-01-26 DOI: 10.2174/0122133356284914231231103738
Mahesh Namballa, Anilkumar Adimulapu, Rajesh E. Jesudasan
Polysaccharides have recently attracted a lot of attention in the designing of drug delivery systems due to their wide availability, lack of toxicity, and numerous ways that their nature, structure, and functionality can be altered.Polysaccharide has recently attracted a lot of attention in the designing of drug delivery systems due to its wide availability, lack of toxicity, and numerous ways that its nature, structure, and functionality can be altered.Microwave-assisted synthesis of graft copolymer of tragacanth (TRA) is done with poly-acrylamide (PAM) by free radical polymerization using ceric ammonium nitrate (CAN) as initiator. Grafting polymer concentration, CAN concentration, and exposure time were selected as independent variables, and their effect is studied for Grafting Efficiency (GE) and Intrinsic viscosity (IV) using Box-Behnken optimization design.Microwave assisted synthesis of graft copolymer of tragacanth (TRA) is done with polyacrylamide (PAM) by free radical polymerization using ceric ammonium nitrate (CAN) as initiator.A quadratic model was suggested by the software for further statistical evaluation. On the basis of the desirability approach, optimized parameters for microwave-assisted synthesis were demonstrated, and further grafted TRA (Gr-TRA) was synthesized. Gr-TRA was studied for various characterization and elemental analysis. Gr-TRA showed the highest swelling index and least weight loss during the chemical resistance test. Further instrumental analyses like FTIR, XRD, and elemental analysis confirmed the formation of Gr-TRA.Based on all of the above findings, the synthesis of PAM-grafted TRA has been optimized and could be used as a new pharmaceutical excipient in designing different dosage forms.
近来,多糖在设计给药系统方面引起了广泛关注,因为多糖具有广泛的可获得性、无毒性以及改变其性质、结构和功能的多种方法。以硝酸铈铵(CAN)为引发剂,通过自由基聚合作用,微波辅助合成了黄曲霉(TRA)与聚丙烯酰胺(PAM)的接枝共聚物。微波辅助以硝酸铈铵为引发剂,通过自由基聚合法与聚丙烯酰胺(PAM)合成接枝黄原胶共聚物(TRA)。在可取性方法的基础上,证明了微波辅助合成的优化参数,并进一步合成了接枝 TRA(Gr-TRA)。研究人员对 Gr-TRA 进行了各种表征和元素分析。在耐化学性测试中,Gr-TRA 的膨胀指数最高,重量损失最小。傅立叶变换红外光谱(FTIR)、X 射线衍射和元素分析等进一步的仪器分析证实了 Gr-TRA 的形成。
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引用次数: 0
Conventional versus Microwave Induced Synthesis and Biological Evolution of Coumarin Substituted Thioaryl Pyrazolyl Pyrazoline 香豆素取代的硫代芳基吡唑啉的常规与微波诱导合成及生物进化
Pub Date : 2023-11-27 DOI: 10.2174/0122133356267953231101093319
Parin V. Shaikh, D. I. Brahmbhatt
This is a comparative study of some new coumarin substituted thioaryl pyrazolyl pyrazoline. The target compounds were synthesized using both conventional as well as microwave irradiation by reaction of coumarin chalcones with different substituted hydrazine hydrates and aryl hydrazines to give the resultant pyrazoline derivatives. Microwave reaction, enhanced organic reactions, and reduced reaction time led to better yields and selectivity than conventional methods. The obtained compounds were characterized by different spectroscopic analysis including IR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental-analysis and evaluated for their antimicrobial screening against a representative panel of bacteria (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhi) and fungi (Aspergillus niger, Candida albicans). In the present study, we have synthesized coumarin pyrazoline derivatives clubbed with benzofuran pyrazole via both conventional and microwave irradiation and also subjected to antibacterial and antifungal studies. Synthesis of target compounds by the microwave irradiation enhanced reaction rate and reduced reaction time led to better yields and selectivity than conventional methods. The study of antibacterial and antifungal activities revealed that all the compounds exhibited reasonable to excellent activities against the pathogenic strains.
这是对一些新的香豆素取代的硫代芳基吡唑啉的比较研究。 通过香豆素查耳酮与不同的取代肼水合物和芳基肼反应,得到吡唑啉衍生物,然后使用传统方法和微波辐照合成了目标化合物。与传统方法相比,微波反应增强了有机反应,缩短了反应时间,从而提高了产率和选择性。 通过不同的光谱分析,包括红外光谱、1H-NMR、13C-NMR、质谱和元素分析,对所得到的化合物进行了表征,并评估了它们对具有代表性的细菌(枯草杆菌、金黄色葡萄球菌、大肠杆菌、伤寒沙门氏菌)和真菌(黑曲霉、白色念珠菌)的抗菌筛选。 在本研究中,我们通过常规和微波辐照合成了香豆素吡唑啉衍生物与苯并呋喃吡唑,并进行了抗菌和抗真菌研究。与传统方法相比,通过微波辐照合成目标化合物提高了反应速率,缩短了反应时间,从而提高了产率和选择性。对抗菌和抗真菌活性的研究表明,所有化合物对病原菌株都表现出了合理到出色的活性。
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引用次数: 0
Synthesis of Biginelli Compounds using Microwave-Assisted Methods 利用微波辅助方法合成比吉内利化合物
Pub Date : 2023-11-27 DOI: 10.2174/0122133356274136231116122126
Pedro Henrique Costa dos Santos, Virgínia Luíza Guimarães Souza, Augusto César Carvalho Santos, Henrique Esteves, L. Modolo, Ângelo de Fátima
Biginelli adducts, also known as dihydropyrimidin-2(1H)-ones/-thiones (DHMPs), exhibit versatile biological activities. Among them, monastrol has gained significant popularity as an inhibitor of kinesin-5 (Eg5), a motor protein crucial for spindle bipolarity. The inhibitory effect of monastrol on Eg5 accounts for its promising anticancer properties, along with its well-established role as an anti-inflammatory agent and calcium channel inhibitor. Since its first report in 1893, the Biginelli reaction has been extensively studied from various angles, including the scope of reagents used, the incorporation or omission of catalysts and solvents, and the application of innovative techniques like mechanochemical and ultrasonic reactors. Among these methods, microwave irradiation (MWI) has shown remarkable promise, aligning with the principles of green chemistry by offering solvent-free conditions, eco-friendly catalysts, and accelerated reaction times, ultimately leading to higher yields with a reduced environmental impact. In this mini-review, we shed light on the literature surrounding the synthesis of Biginelli adducts using MWI and highlight how this heating method can significantly enhance the preparation of this important class of bioactive compounds. By exploring the benefits of MWI, we aim to contribute to the advancement of greener and more efficient synthetic routes for bioactive substances.
比吉内利加合物又称二氢嘧啶-2(1H)-酮/硫酮(DHMPs),具有多种生物活性。其中,莫纳司特罗作为驱动蛋白-5(Eg5)的抑制剂而备受青睐,Eg5 是一种对纺锤体双极性至关重要的运动蛋白。莫纳司特罗对 Eg5 的抑制作用使其具有了良好的抗癌特性,同时它还是一种公认的抗炎剂和钙通道抑制剂。自 1893 年首次报道以来,人们从不同角度对 Biginelli 反应进行了广泛研究,包括所用试剂的范围、催化剂和溶剂的加入或省略,以及机械化学反应器和超声波反应器等创新技术的应用。在这些方法中,微波辐照(MWI)已显示出显著的前景,它通过提供无溶剂条件、生态友好型催化剂和加速反应时间,符合绿色化学的原则,最终提高了产率,减少了对环境的影响。在这篇小型综述中,我们将介绍有关使用 MWI 合成比吉奈利加合物的文献,并重点介绍这种加热方法如何显著提高这类重要生物活性化合物的制备水平。通过探讨 MWI 的益处,我们希望为开发更环保、更高效的生物活性物质合成路线做出贡献。
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引用次数: 0
Microwave-Assisted Synthesis of Biologically Relevant Six-Membered N- Heterocycles 微波辅助合成生物学相关的六元 N- 异氰酸酯
Pub Date : 2023-11-22 DOI: 10.2174/0122133356268693231114052121
M. Kamboj, S. Bajpai, Garima Pandey, Monika Yadav, B. K. Banik
One of the most efficient non-conventional heating methods is microwave irradiation. In organic synthesis, microwave irradiation has become a popular heating technique as it enhances product yields and purities, reduces reaction time from hours to minutes, and decreases unwanted side reactions. Microwave-assisted organic synthesis utilizes dielectric volumetric heating as an alternative activation method, which results in rapid and more selective transformations because of the uniform heat distribution. Heterocyclic compounds have a profound role in the drug discov-ery and development process along with their applications as agrochemicals, fungicides, herbi-cides, etc., making them the most prevalent form of biologically relevant molecules. Hence, enor-mous efforts have been made to flourish green routes for their high-yielding synthesis under mi-crowave irradiation as a sustainable tool. Among the different clinical applications, heterocyclic compounds have received considerable attention as anti-cancer agents. Heterocyclic moieties have always been core parts of the development of anti-cancer drugs, including market-selling drugs, i.e., 5-fluorouracil, doxorubicin, methotrexate, daunorubicin, etc., and natural alkaloids, such as vinblastine and vincristine. In this review, we focus on the developments in the microwave-assisted synthesis of heterocycles and the anti-cancer activities of particular heterocycles.
微波辐照是最有效的非常规加热方法之一。在有机合成中,微波辐照已成为一种流行的加热技术,因为它能提高产品的产量和纯度,将反应时间从数小时缩短到数分钟,并减少不必要的副反应。微波辅助有机合成利用介质容积加热作为另一种活化方法,由于热量分布均匀,因此转化速度快,选择性更高。杂环化合物在药物发现和开发过程中发挥着重要作用,并可用作农用化学品、杀菌剂、杀真菌剂等,是最常见的生物相关分子形式。因此,作为一种可持续的工具,人们一直在努力开发在微波辐照下高产合成杂环胺的绿色途径。在各种临床应用中,杂环化合物作为抗癌药物受到了广泛关注。杂环化合物一直是抗癌药物开发的核心部分,包括市场上畅销的药物,如 5-氟尿嘧啶、多柔比星、甲氨蝶呤、达乌诺比星等,以及天然生物碱,如长春新碱和长春新碱。在这篇综述中,我们将重点介绍杂环化合物微波辅助合成的发展以及特定杂环化合物的抗癌活性。
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引用次数: 0
Microwave-assisted Synthesis of Bioactive Heterocycles 微波辅助合成具有生物活性的杂环化合物
Pub Date : 2023-09-01 DOI: 10.2174/221333561002231227185523
Bubun Banerjee
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引用次数: 0
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Current Microwave Chemistry
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