{"title":"A green and efficient synthesis of alkyl 2-((5-hydroxy-1H-pyrazole-4-carbonothioyl)thio)acetates via a one-pot, solvent-free reaction","authors":"Seyedeh Reyhaneh Samaei, Farough Nasiri","doi":"10.1080/17415993.2024.2401861","DOIUrl":"https://doi.org/10.1080/17415993.2024.2401861","url":null,"abstract":"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...","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2024-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266993","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis of novel isoxazole/dihydroisoxazole tethered β-lactam hybrids via regiospecific 1,3-dipolar cycloaddition methodology on 3-phenylthio-β-lactams","authors":"Suvidha Pandey, Reshma Nagpal, Aarti Thakur, Shamsher S. Bari, Prasant Kumar Nanda, Renu Thapar","doi":"10.1080/17415993.2024.2398574","DOIUrl":"https://doi.org/10.1080/17415993.2024.2398574","url":null,"abstract":"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...","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2024-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142266994","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cu(OTf)2-mediated acylation and direct N-transacylation of sulfonamides","authors":"","doi":"10.1080/17415993.2024.2378777","DOIUrl":"10.1080/17415993.2024.2378777","url":null,"abstract":"<div><p>Metal triflate-catalyzed acylation of sulfonamides and direct transacylation of <em>N</em>-acylsulfonamides have been investigated. The acylation of sulfonamides proceeds efficiently in the presence of a catalytic amount of Cu(OTf)<sub>2</sub> (0.001 equiv) using either carboxylic anhydrides or acyl chlorides as the acylating agents. Alternative catalysts suitable for this transformation include Al(OTf)<sub>3</sub>, Fe(OTf)<sub>3</sub>, Ga(OTf)<sub>3</sub>, In(OTf)<sub>3</sub>, and Er(OTf)<sub>3</sub>. In the presence of Cu(OTf)<sub>2</sub> (0.2 equiv), <em>N</em>-acylsulfonamides undergo direct transacylation in excess acyl chlorides (10 equiv) to furnish new <em>N</em>-acylsulfonamides through exchange of <em>N</em>-acyl groups. Ga(OTf)<sub>3</sub>, Fe(OTf)<sub>3</sub>, and In(OTf)<sub>3</sub> 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 <em>N</em>-acylsulfonamides in good to excellent yields.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141824198","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis of new 4, 5-disubstituted-6-methyl-2-(methylthio) pyrimidines via C-C coupling reactions","authors":"","doi":"10.1080/17415993.2024.2390541","DOIUrl":"10.1080/17415993.2024.2390541","url":null,"abstract":"<div><p>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.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142147688","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Zn(II) and Cd(II) complexes of dithiocarbamate ligands: synthesis, characterization, anticancer, and theoretical studies","authors":"","doi":"10.1080/17415993.2024.2384751","DOIUrl":"10.1080/17415993.2024.2384751","url":null,"abstract":"<div><p>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)<sub>2</sub>] and [M(6-etbedtc)<sub>2</sub>] (M = Zn, Cd;) were synthesized and characterized by elemental analysis and spectroscopic techniques (FT-IR,<sup>1</sup>H and<sup>13</sup>C{<sup>1</sup>H}-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. <em>In vitro</em> 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<sub>.</sub> The calculated binding free energy values for Zn(4-etphdtc)<sub>2</sub> and Zn(6-etphdtc)<sub>2</sub>complexes are – 9.700 kcal/mol, – 10.003 kcal/mol, respectively.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141882990","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"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","authors":"","doi":"10.1080/17415993.2024.2370528","DOIUrl":"10.1080/17415993.2024.2370528","url":null,"abstract":"<div><p>A simple synthetic strategy to construction of novel 4-oxo-2-phenyl-4<em>H</em>-chromene-3-carbothioamides (<strong>2</strong>–<strong>6</strong>) was achieved. The synthetic strategy depended on the treatment of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-dione (<strong>1</strong>) 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-2<em>H</em>-1,3,4-oxazaphosphinine (<strong>8</strong>) as a highly regioselective product was obtained through treatment of the substrate <strong>1</strong> with phenyl phosphonisothiocyanatidous chloride whereas the other novel 2-phenyl-3-(2-thioxo-2<em>H</em>-1,3,5,4-thiadiazaphosphinin-6-yl)-4-oxo-4<em>H</em>-chromenes (<strong>9</strong> and <strong>10)</strong> 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.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141739716","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A new monomeric octahedral cadmium(II) complex based on 1,1-bis(3-methyl-4-imidazoline-2-thione)methane ligand with dye adsorption ability","authors":"","doi":"10.1080/17415993.2024.2372352","DOIUrl":"10.1080/17415993.2024.2372352","url":null,"abstract":"<div><p>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 <span><math><msubsup><mrow><mtext>ClO</mtext></mrow><mn>4</mn><mo>−</mo></msubsup></math></span> 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.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141609914","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Thiazole derivatives: prospectives and biological applications","authors":"","doi":"10.1080/17415993.2024.2338270","DOIUrl":"10.1080/17415993.2024.2338270","url":null,"abstract":"<div><p>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.</p></div><div><p>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.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140660820","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Microwave-assisted synthesis of novel pyrazolyl sulfones and their antimicrobial evaluation and time-resolved photoluminescence studies","authors":"","doi":"10.1080/17415993.2024.2373902","DOIUrl":"10.1080/17415993.2024.2373902","url":null,"abstract":"<div><p>This article reports an efficient and practical microwave-assisted MMPP-promoted synthesis of novel pyrazolyl sulfones from the corresponding 4-(alkyl/cycloalkylthio)-1<em>H</em>-pyrazoles. The reaction of 4-(alkyl/cycloalkylthio)-1<em>H</em>-pyrazoles with magnesium bis(monoperoxyphthalate)hexahydrate (MMPP) as an oxidizing agent afforded the corresponding 4-(alkyl/cycloalkylsulfonyl)-1,3-disubstituted-1<em>H</em>-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 <strong>5a</strong>, <strong>5b</strong>, and <strong>5d</strong> 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.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141650482","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Microwave-assisted synthesis of electrode materials for LIBs: MoS2/rGO heterostructures","authors":"","doi":"10.1080/17415993.2024.2387228","DOIUrl":"10.1080/17415993.2024.2387228","url":null,"abstract":"<div><p>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 MoS<sub>2</sub>/rGO heterostructures. Nanocomposites of MoS<sub>2</sub>/reduced graphene oxide (MoS<sub>2</sub>/rGO-700W and MoS<sub>2</sub>/rGO-560W) were synthesized using MoS<sub>2</sub> 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 MoS<sub>2</sub> within the composites is notably smaller compared to that of pure MoS<sub>2</sub>. The MoS<sub>2</sub>/rGO-700W composite demonstrates a more homogeneous dispersion of MoS<sub>2</sub> and features a well-developed hierarchical porous structure with increased pore volume and specific surface area. The MoS<sub>2</sub>/rGO-700W composite demonstrates elevated I<sub>D</sub>/I<sub>G</sub> 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 MoS<sub>2</sub> interface. Furthermore, the proposed strategy holds considerable theoretical value and provides significant insights for the development process of novel MoS<sub>2</sub>-based composite electrode materials.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141882995","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}