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A green and efficient synthesis of alkyl 2-((5-hydroxy-1H-pyrazole-4-carbonothioyl)thio)acetates via a one-pot, solvent-free reaction 通过单锅无溶剂反应绿色高效合成 2-((5-羟基-1H-吡唑-4-硫代甲酰)硫代)乙酸烷基酯
IF 2.2 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-11 DOI: 10.1080/17415993.2024.2401861
Seyedeh Reyhaneh Samaei, Farough Nasiri
A green and efficient synthesis of alkyl 2-((5-hydroxy-1H-pyrazole-4-carbonothioyl)thio)acetates is described. The method involves a one-pot, solvent-free reaction of pyrazolone derivatives, carbon...
本文介绍了一种绿色高效的 2-((5-羟基-1H-吡唑-4-硫代甲酰)硫代)乙酸烷基酯合成方法。该方法涉及吡唑酮衍生物、碳硫代硫酰基和烷基 2-((5-羟基-1H-吡唑-4-碳硫代)硫代乙酸酯的单锅无溶剂反应。
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引用次数: 0
Synthesis of novel isoxazole/dihydroisoxazole tethered β-lactam hybrids via regiospecific 1,3-dipolar cycloaddition methodology on 3-phenylthio-β-lactams 通过对 3-苯硫基-β-内酰胺进行区域特异性 1,3-二极环加成法合成新型异恶唑/二氢异恶唑系β-内酰胺杂交体
IF 2.2 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-10 DOI: 10.1080/17415993.2024.2398574
Suvidha Pandey, Reshma Nagpal, Aarti Thakur, Shamsher S. Bari, Prasant Kumar Nanda, Renu Thapar
Tethering of two biologically active molecules in a single unit is considered as a captivating solution for the extension of existing antibiotics. β-Lactams which display a vast array of biological...
将两种具有生物活性的分子拴在一个单元中,被认为是扩展现有抗生素的一种令人着迷的解决方案。β-内酰胺类药物具有多种生物活性,可用于治疗多种疾病。
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引用次数: 0
Cu(OTf)2-mediated acylation and direct N-transacylation of sulfonamides Cu(OTf) 2 介导的磺酰胺酰化反应和直接 N-反式酰化反应
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 DOI: 10.1080/17415993.2024.2378777

Metal triflate-catalyzed acylation of sulfonamides and direct transacylation of N-acylsulfonamides have been investigated. The acylation of sulfonamides proceeds efficiently in the presence of a catalytic amount of Cu(OTf)2 (0.001 equiv) using either carboxylic anhydrides or acyl chlorides as the acylating agents. Alternative catalysts suitable for this transformation include Al(OTf)3, Fe(OTf)3, Ga(OTf)3, In(OTf)3, and Er(OTf)3. In the presence of Cu(OTf)2 (0.2 equiv), N-acylsulfonamides undergo direct transacylation in excess acyl chlorides (10 equiv) to furnish new N-acylsulfonamides through exchange of N-acyl groups. Ga(OTf)3, Fe(OTf)3, and In(OTf)3 are similarly reactive in catalyzing such transacylation transformations. The reaction conditions are mild and operationally convenient. A variety of functional groups including halogeno, keto, nitro, cyano, ether, and carboxylic ester are tolerated, providing the corresponding monoacylated N-acylsulfonamides in good to excellent yields.

研究了金属三盐酸盐催化的磺酰胺酰化反应和 N-酰基磺酰胺的直接反酰化反应。使用羧酸酐或酰基氯作为酰化剂,在催化量为 Cu(OTf)2 (0.001 等量)的情况下,磺酰胺的酰化反应可以高效进行。在 Cu(OTf)2(0.2 等量)存在下,N-酰基磺酰胺在过量酰基氯(10 等量)中直接发生酰化反应,通过交换 N-酰基生成新的 N-酰基磺酰胺。Ga(OTf)3、Fe(OTf)3 和 In(OTf)3 在催化这种反酰化转化时也具有类似的反应活性。反应条件温和,操作方便。可容忍包括卤代、酮基、硝基、氰基、醚基和羧酸酯在内的各种官能团,以良好至极佳的收率提供相应的单酰化 N- 烷基磺酰胺。
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引用次数: 0
Synthesis of new 4, 5-disubstituted-6-methyl-2-(methylthio) pyrimidines via C-C coupling reactions 通过 C-C 偶联反应合成新的 4,5-二取代-6-甲基-2-(甲硫基)嘧啶
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 DOI: 10.1080/17415993.2024.2390541

A convenient synthetic protocol for diverse 4, 5-disubstituted-6-methyl-2-(methylthio)pyrimidines was successfully developed by Sonogashira reactions. In the presence of Pd-Cu catalysts, one-pot, multi-step reaction of amines, terminal alkynes, and 4-chloro-5-iodo-6-methyl-2-(methylthio)pyrimidine in DMF at 80°C resulted in 4, 5-disubstituted-6-methyl-2-(methylthio)pyrimidine derivatives in moderate to good yields.

通过 Sonogashira 反应,成功开发出了一种简便的 4、5-二取代-6-甲基-2-(甲硫基)嘧啶的合成方法。在 Pd-Cu 催化剂存在下,胺、末端炔和 4-氯-5-碘-6-甲基-2-(甲硫基)嘧啶在 DMF 中于 80°C 下进行一锅多步反应,可得到 4,5-二取代-6-甲基-2-(甲硫基)嘧啶衍生物,收率中等至良好。
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引用次数: 0
Zn(II) and Cd(II) complexes of dithiocarbamate ligands: synthesis, characterization, anticancer, and theoretical studies 二硫代氨基甲酸配体的锌(II)和镉(II)配合物:合成、表征、抗癌和理论研究
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-02 DOI: 10.1080/17415993.2024.2384751

A potassium 4-(ethoxycarbonyl)phenyldithiocarbamate, (4-etphdtc), and 6-ethoxybenzothiazol)-dithiocarbamate, (6-etbedtc), ligands have been isolated and four metal dithiocarbamate complexes of the type [M(4-etphdtc)2] and [M(6-etbedtc)2] (M = Zn, Cd;) were synthesized and characterized by elemental analysis and spectroscopic techniques (FT-IR,1H and13C{1H}-NMR, HRMS, UV–vis). Thermogravimetric studies of all four complexes were performed and the final product of the thermal decomposition was metal sulfides. The theoretical study with density functional theory (DFT) has been utilized to optimize the structures of the complexes for HOMO–LUMO energy calculation. Non-bonding orbitals (NBO) analysis was performed to determine the numerous hyper-conjugative interactions responsible for the stability of the compound. In addition, Molecular Electrostatic Potential (MEP) analysis was conducted to identify the compounds’ electron-rich, electron-poor, reactive sites, and bonding characteristics. The Electron Localization Function (ELF), and AIM Charges are also calculated. In vitro cytotoxicity, the complexes were examined against cervical cancer cells (HeLa) to assess their reactivity. Molecular docking studies were conducted to confirm the biological activity by simulating the binding orientation and affinity of the ligands and their complexes against VEGFR-2 kinase, The investigated ligands interact with the binding site as; hydrophilic (Lys868, Glu885, His1026, Cys1045, and Asp1046) and hydrophobic (Val889 and Leu889) for 4-etphdtc; hydrophilic (Lys868, Glu885, Cys1045, and Asp1046) and hydrophobic (Val889, Leu889, Leu1035, and Phe1047) for 6-etphdtc. The calculated binding free energy values for Zn(4-etphdtc)2 and Zn(6-etphdtc)2complexes are – 9.700 kcal/mol, – 10.003 kcal/mol, respectively.

分离出一种 4-(乙氧基羰基)苯基二硫代氨基甲酸钾(4-etphdtc)和 6-乙氧基苯并噻唑二硫代氨基甲酸钾(6-etbedtc)配体,以及这两种配体的四种二硫代氨基甲酸金属配合物。
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引用次数: 0
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 DOI: 10.1080/17415993.2024.2370528

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
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 DOI: 10.1080/17415993.2024.2372352

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 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 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 DOI: 10.1080/17415993.2024.2373902

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
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 DOI: 10.1080/17415993.2024.2387228

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
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Journal of Sulfur Chemistry
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