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Cyclization of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-dione with isothiocyanates: a simple one-pot synthesis of novel 4-oxo-2-phenyl-4H-chromene-3-carbothioamides and 2-phenyl-3-(2-thioxo-2H-1,3,5,4-thiadiazaphosphinin-6-yl)-4-oxo-4H-chromenes 1-(2-羟基苯基)-3-苯基丙烷-1,3-二酮与异硫氰酸盐的环化反应:新型 4-氧代-2-苯基-4H-苯并吡喃-3-硫代酰胺和 2-苯基-3-(2-硫酮-2H-1,3,5,4-噻二唑膦-6-基)-4-氧代-4H-苯并吡喃的简单单锅合成法
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-07-19 DOI: 10.1080/17415993.2024.2370528
Tarik E. Ali , Mohammed A. Assiri , Mohamed Abdel-Megid

A simple synthetic strategy to construction of novel 4-oxo-2-phenyl-4H-chromene-3-carbothioamides (26) was achieved. The synthetic strategy depended on the treatment of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-dione (1) with some examples of aryl, aralkyl, aroyl and phosphorus isothiocyanates with promotion of DBU. The interesting 4,6-diphenyl-5-(2-hydroxy-benzoyl)-2-thioxo-3,4-dihydro-2H-1,3,4-oxazaphosphinine (8) as a highly regioselective product was obtained through treatment of the substrate 1 with phenyl phosphonisothiocyanatidous chloride whereas the other novel 2-phenyl-3-(2-thioxo-2H-1,3,5,4-thiadiazaphosphinin-6-yl)-4-oxo-4H-chromenes (9 and 10) were formed by using phosphorous diisothiocyanate and triisothiocyanate, respectively, under the same basic reaction conditions. All the reaction mechanisms were discussed. Structures of all the synthesized products were established by elemental analysis and available spectral tools.

我们采用一种简单的合成策略构建了新型 4-氧代-2-苯基-4H-色烯-3-硫代酰胺(2-6)。该合成策略依赖于将 1-(2-羟基苯基)-3-苯基-4H-苯并...
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引用次数: 0
Microwave-assisted synthesis of novel pyrazolyl sulfones and their antimicrobial evaluation and time-resolved photoluminescence studies 微波辅助合成新型吡唑砜及其抗菌评价和时间分辨光致发光研究
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-07-09 DOI: 10.1080/17415993.2024.2373902
Parmod Kumar , Sunil Kumar , Harshita Phougat , Karan Singh

This article reports an efficient and practical microwave-assisted MMPP-promoted synthesis of novel pyrazolyl sulfones from the corresponding 4-(alkyl/cycloalkylthio)-1H-pyrazoles. The reaction of 4-(alkyl/cycloalkylthio)-1H-pyrazoles with magnesium bis(monoperoxyphthalate)hexahydrate (MMPP) as an oxidizing agent afforded the corresponding 4-(alkyl/cycloalkylsulfonyl)-1,3-disubstituted-1H-pyrazoles in 85–95% yield. This method's benefits include its straightforward operation, simple workup, and use of an inexpensive, halogen-free MMPP oxidant that is easy to use and reasonably stable. All synthesized pyrazolyl sulfones were examined against bacterial and fungal strains, and notable antimicrobial activity was demonstrated by a few of the compounds. In order to investigate the prospect of connecting compounds with the highest yield and antimicrobial activity with their opto-electronic properties, time-resolved photoluminescence investigations for compounds 5a, 5b, and 5d were conducted. The tunable spectrum was observed in the micro-second time domain in all three cases, with fluorescent lifetime found higher in the compound having methyl group, intermediate with phenyl group, and lowest with the p-nitrophenyl group. Our procedures will encourage additional research into the valuable properties of pyrazolyl sulfones now that they are widely available with the structural complexity illustrated here.

本文报道了一种高效实用的微波辅助 MMPP 促进的新型吡唑砜的合成方法,该方法由相应的 4-(烷基/环烷基硫基)-1H-吡唑合成。4-(烷基/环烷基硫基)-1H-吡唑与作为氧化剂的六水合双(单过氧邻苯二甲酸)镁(MMPP)反应,可得到相应的 4-(烷基/环烷基磺酰基)-1,3-二取代-1H-吡唑,收率为 85-95%。该方法的优点包括操作简单、工作步骤简便,而且使用的 MMPP 氧化剂价格低廉、不含卤素,易于使用且相当稳定。对所有合成的吡唑砜进行了细菌和真菌菌株的检测,其中一些化合物具有显著的抗菌活性。为了研究将产量最高、抗菌活性最强的化合物与它们的光电特性结合起来的前景,对化合物 5a、5b 和 5d 进行了时间分辨光致发光研究。在这三种情况下,都能在微秒时域观察到可调光谱,发现具有甲基的化合物荧光寿命较长,苯基化合物介于两者之间,而对硝基苯基化合物的荧光寿命最短。由于吡唑砜的结构非常复杂,而且可以广泛获得,因此我们的研究程序将鼓励对吡唑砜的宝贵特性进行更多的研究。
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引用次数: 0
A new monomeric octahedral cadmium(II) complex based on 1,1-bis(3-methyl-4-imidazoline-2-thione)methane ligand with dye adsorption ability 基于 1,1-双(3-甲基-4-咪唑啉-2-硫酮)甲烷配体的具有染料吸附能力的新型单体八面体镉(II)配合物
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-07-04 DOI: 10.1080/17415993.2024.2372352
Maryam Bahrani-Pour , Azizolla Beheshti , Tahereh Sedaghat , Sepideh Javanaki , Peter Mayer , Emmanuele Parisi

A new cadmium complex with a flexible imidazolinethione ligand has been successfully synthesized. The ligand acts as a bidentate chelating molecule, resulting in the structure being a monomer. In this monomer, cadmium has an octahedral geometry coordinated by four sulfur atoms from two mbit ligands where mbit = 3,3'-methylenebis(1-methyl-1,3-dihydro-2H-imidazole-2-thione) and two oxygen atoms from the DMF molecules. The ClO4 anions are uncoordinated and neutralize the positive charge of the cationic complex. The title complex has a good capacity for adsorbing several organic dyes from pollutant solutions.

我们成功合成了一种具有柔性咪唑啉硫酮配体的新型镉络合物。配体作为双齿螯合分子,其结构为单体。在...
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引用次数: 0
Thiazole derivatives: prospectives and biological applications 噻唑衍生物:前景与生物应用
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-04-24 DOI: 10.1080/17415993.2024.2338270

Thiazole derivatives have long been a hot topic in pharmaceutical research and remain among the greatest active fields in heterocyclic chemistry. Thiazole derivatives, as one of the potentially favored structure, have been extensively desirable by industrial and medicinal researchers and have gained significant success in the previous decades due to their various biological activities, such as anticancer, antibacterial, antifungal, anti-HIV, antiulcer, and anti-inflammatory activity. In addition, many thiazole drugs are well-known pharmaceuticals on the market.

This review summarizes the freshly synthesized routes and prospective biological activities of thiazole derivatives. In addition, it highlights thiazoles as treatment drugs in clinical trials or approved by the FDA and spotlights on some of their industrial applications. On the other hand, one of the goals of this review is to open up prospects for the future design, development, and usage of thiazole derivatives as potent drugs.

长期以来,噻唑衍生物一直是医药研究领域的热门话题,也是杂环化学领域最活跃的领域之一。噻唑衍生物作为潜在的优势结构之一,因其抗癌、抗菌、抗真菌、抗艾滋病毒、抗溃疡和抗炎等多种生物活性,在过去几十年中受到了工业和医药研究人员的广泛关注,并取得了巨大成功。本综述总结了噻唑衍生物的新合成路线和预期生物活性。本综述总结了噻唑衍生物的最新合成路线和未来的生物活性,还重点介绍了噻唑作为治疗药物正在进行临床试验或已获得美国食品及药物管理局批准,以及噻唑衍生物的一些工业应用。另一方面,本综述的目标之一是为噻唑衍生物作为强效药物的未来设计、开发和使用开辟前景。
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引用次数: 0
Microwave-assisted synthesis of electrode materials for LIBs: MoS2/rGO heterostructures 微波辅助合成 LIB 的电极材料:MoS2/rGO 异质结构
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-08-02 DOI: 10.1080/17415993.2024.2387228
Yuyang Wang , Tao Ge , Xinju Zhan , Song Liu , Yulu Wei , Yueyue Qiao

The incomplete reduction of graphene oxide (GO) yields reduced graphene oxide (rGO), characterized by a zero band gap and intrinsic layer stacking, thus constraining its practical utility across diverse domains. Fortunately, this challenge can be effectively addressed by employing a suitable substrate for the fabrication of MoS2/rGO heterostructures. Nanocomposites of MoS2/reduced graphene oxide (MoS2/rGO-700W and MoS2/rGO-560W) were synthesized using MoS2 and GO solutions as starting materials through microwave-assisted synthesis with microwave power treatments of 700W and 560W, respectively. Structural characterization results reveal that the particle size of MoS2 within the composites is notably smaller compared to that of pure MoS2. The MoS2/rGO-700W composite demonstrates a more homogeneous dispersion of MoS2 and features a well-developed hierarchical porous structure with increased pore volume and specific surface area. The MoS2/rGO-700W composite demonstrates elevated ID/IG ratio, C/O ratio and C = C peak area, suggesting that increased microwave power enhances the removal of oxygen-containing groups from rGO. This process significantly restores the extended conjugated structure of graphene, thereby offering enhanced conductivity at the MoS2 interface. Furthermore, the proposed strategy holds considerable theoretical value and provides significant insights for the development process of novel MoS2-based composite electrode materials.

氧化石墨烯(GO)的不完全还原会产生还原型氧化石墨烯(rGO),其特点是零带隙和固有层堆叠,因此限制了其在不同领域的实用性。
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引用次数: 0
Synthesis and biological evaluation of 2-(2-hydrazinyl) thiazole derivatives with potential antibacterial and antioxidant activity 具有潜在抗菌和抗氧化活性的 2-(2-肼基)噻唑衍生物的合成与生物学评价
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-06-13 DOI: 10.1080/17415993.2024.2364751

Heterocyclic systems containing 2-(2-hydrazinyl) thiazole moieties were synthesized by heterocyclization of thiosemicarbazones with arylglyoxals and Meldrum's acid in ethanol and water 1:1 (v/v) under reflux conditions. The paper reports an efficient, facile, and environmentally friendly protocol via a novel one-pot three-component reaction to access a broad range of 2-(2-Hydrazinyl) thiazole derivatives. Products were isolated by plate chromatography and their structures were established from their spectroscopic data, then the antibacterial and antioxidant activity of synthesized 2-(2-hydrazinyl) thiazole derivatives were evaluated, and demonstrated encouraging antibacterial activity against Staphylococcus aureus as a gram positive bacteria and Escherichia coli as a gram negative bacteria. Furthermore, when representative products were assessed for radical scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH0), high antioxidant effects were observed, indicating their potential safety for use in pharmacological studies.

在乙醇和水 1:1 (v/v) 的回流条件下,通过硫代氨基甲酸酯与芳基乙二醛和梅氏酸的杂环化反应,合成了含有 2-(2-肼基)噻唑分子的杂环系统。本文报告了一种高效、简便、环保的方案,通过新型的一锅三组份反应,获得了多种 2-(2-肼基)噻唑衍生物。通过平板色谱法分离出产品,并根据光谱数据确定了它们的结构,然后评估了合成的 2-(2-肼基)噻唑衍生物的抗菌和抗氧化活性,结果表明它们对革兰氏阳性菌金黄色葡萄球菌和革兰氏阴性菌大肠杆菌具有令人鼓舞的抗菌活性。此外,在评估代表性产品对 2,2-二苯基-1-苦基肼(DPPH0)的自由基清除活性时,观察到了很高的抗氧化效果,这表明它们在药理学研究中的使用具有潜在的安全性。
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引用次数: 0
A new route for the synthesis of multi-substituted pyrrole derivatives containing a sulfonyl scaffold via the chemistry of N-sulfonylketenimine 通过 N-磺酰基酮亚胺化学合成含有磺酰基支架的多取代吡咯衍生物的新途径
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-08-07 DOI: 10.1080/17415993.2024.2388727
Manijeh Nematpour

A rapid practical new synthesis of multi-substituted pyrrole derivatives with high yields through a novel four-component reaction of sulfonyl azides, terminal alkynes, nitro compounds, and trichloroacetonitril is a remarkable achievement in organic chemistry. This strategy offers a direct and efficient route to access complex molecular structures from readily available starting materials. To expand the work, the reaction of the final product with sulfinate salt under simple conditions and room temperature, poly-substituted pyrroles with sulfone functional group are formed. The combination of available starting materials, catalytic systems, mild reaction conditions, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse multi-substituted pyrrole derivatives.

通过磺酰基叠氮化物、末端炔、硝基化合物和三氯氢硅的新型四组分反应,以高产率快速合成多取代吡咯衍生物的实用新方法。
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引用次数: 0
The immobilization of L-Valine on superparamagnetic Fe3O4 nanoparticles as a novel, recoverable and green nanocatalyst for the synthesis of new thiazole derivatives 将 L-缬氨酸固定在超顺磁性 Fe 3 O 4 纳米粒子上,作为合成新噻唑衍生物的新型、可回收和绿色纳米催化剂
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-07-18 DOI: 10.1080/17415993.2024.2378784
Hamid Fallahi , Mojdeh Shojaei , Farhad Shirzaei , Hamid Reza Shaterian

The novel immobilization of L-Valine on superparamagnetic Fe3O4 nanoparticles was prepared using a simple protocol for the first time. This compound acts as a highly efficient and recyclable heterogeneous nanocatalyst for the synthesis of thiazole derivatives via a one-pot and multi-component condensation reaction of arylglyoxals monohydrate, cyclic 1,3-dicarbonyls, and thiobenzamides in a water solvent. The structure of the nanocatalyst was characterized and confirmed using various techniques, such as Fourier transform infrared spectroscopy (FT-IR), Energy Dispersive X-ray (XRD), scanning electron microscopy (SEM), thermogravimetric analysis (TG/DTA), and vibrating sample magnetometry (VSM). This heterogeneous nanocatalyst can be easily recovered from the reaction mixture by an external magnetic field and reused for subsequent reactions at least five times without losing significant catalytic activity.

本研究首次采用简单的方法在超顺磁性 Fe3O4 纳米粒子上制备了新型固定化 L-缬氨酸。该化合物可作为一种高效、可回收的异质纳米催化剂,用于在水溶剂中通过芳基乙二醛一水合物、环状 1,3 二甲基和硫代苯甲酰胺的一锅多组分缩合反应合成噻唑衍生物。利用傅立叶变换红外光谱(FT-IR)、能量色散 X 射线(XRD)、扫描电子显微镜(SEM)、热重分析(TG/DTA)和振动样品磁强计(VSM)等多种技术对该纳米催化剂的结构进行了表征和确认。这种异质纳米催化剂可在外部磁场的作用下从反应混合物中轻松回收,并可在后续反应中重复使用至少五次,而不会失去明显的催化活性。
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引用次数: 0
Synthesis of benzothioamide derivatives from benzonitriles and H2S-based salts in supercritical CO2 在超临界 CO 2 中利用苯腈和 H 2 S 盐合成硫代苯甲酰胺衍生物
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 Epub Date: 2024-06-11 DOI: 10.1080/17415993.2024.2363271

A novel and efficient method has been developed for synthesizing benzothioamide from benzonitrile in supercritical CO2, which could be used to synthesize various benzothioamide derivatives efficiently with yields of up to 98% without the need for organic solvent. Notably, some H2S-based salts were designed and prepared, and they were found to be effective catalysts in promoting the thiolysis of benzonitrile to produce benzothioamide in an excellent yield. Furthermore, the utilization of supercritical CO2 as a solvent has demonstrated a remarkable increase in the yield of the desired product compared to conventional solvents for promoting benzonitrile thiolysis. Additionally, the investigation of the reaction mechanism has revealed that the acid–base properties of the reaction solution played a crucial role in the thiolysis of benzonitrile mediated by the H2S-based salts.

研究人员开发了一种新颖高效的方法,用于在超临界二氧化碳中以苯甲腈为原料合成硫代苯甲酰胺,该方法无需有机溶剂即可高效合成各种硫代苯甲酰胺衍生物,收率高达 98%。值得注意的是,研究人员设计并制备了一些基于 H2S 的盐类,发现它们是促进苯腈硫解生成硫代苯甲酰胺的有效催化剂,且收率极高。此外,与传统溶剂相比,利用超临界二氧化碳作为溶剂促进苯甲腈硫解反应可显著提高所需产物的产率。此外,对反应机理的研究表明,反应溶液的酸碱特性在 H2S 盐介导的苯甲腈硫解过程中起着至关重要的作用。
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引用次数: 0
Statement of Retraction: A DFT Study on the Ir-decorated AlP nanosheets as chemical sensor for recognition of sulfonamide drug 撤回声明:作为化学传感器识别磺胺药物的铱装饰 AlP 纳米片的 DFT 研究
IF 2.2 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-31 DOI: 10.1080/17415993.2024.2387410
Published in Journal of Sulfur Chemistry (Ahead of Print, 2024)
发表于《硫化学杂志》(2024 年提前出版)
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引用次数: 0
期刊
Journal of Sulfur Chemistry
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