Phosphorus, Sulfur, and Silicon and the Related Elements最新文献

{"title":"Rh(I)-catalyzed enantioselective (3 + 2) transannulations of 1,2,3-thiadiazoles with P-chiral monodentate phosphines","authors":"Hao Wei ,&nbsp;Cunzhi Chen ,&nbsp;Aijun Gao ,&nbsp;Zhanhui Yang","doi":"10.1080/10426507.2023.2281473","DOIUrl":"10.1080/10426507.2023.2281473","url":null,"abstract":"<div><p>As a proof of concept, <em>P</em>-chiral monodentate phosphines, which were inactive in promoting the transannulations of 1,2,3-thiadiazoles, were proven viable in the asymmetric catalytic (3 + 2) transannulations of 1,2,3-thiadiazoles with a strained bicyclic alkene. Polycyclic dihydrothiophenes with four newly formed stereocenters are generated in moderate 19-72% yields and 11-27% enantiopurities.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 2","pages":"Pages 157-161"},"PeriodicalIF":1.3,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138513446","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Visible light photoredox-catalyzed phosphorylation of α-bromostyrenes: a mild synthesis of β-ketophosphine oxides","authors":"Rabin Kim ,&nbsp;Dae Young Kim","doi":"10.1080/10426507.2023.2281476","DOIUrl":"10.1080/10426507.2023.2281476","url":null,"abstract":"<div><p>Visible light-mediated photocatalytic phosphorylation of α-bromostyrenes is described. The β-ketophosphine oxide derivatives were conveniently synthesized from α-bromostyrene derivatives, which are useful synthetic intermediates, using an inexpensive organic photocatalyst, Eosin Y.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 2","pages":"Pages 162-168"},"PeriodicalIF":1.3,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138542894","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Core-shell magnetic nanocomposite Fe3O4@SiO2@CS@POCl2-x for alcohols to alkyl halides transformation","authors":"Farzaneh Ebrahimzadeh ,&nbsp;Arezoo Jamalain ,&nbsp;Somaie Zaree","doi":"10.1080/10426507.2023.2279614","DOIUrl":"10.1080/10426507.2023.2279614","url":null,"abstract":"<div><p>In this study, we examined the efficiency of a new magnetic core-shell nanocomposite, Fe₃O₄@SiO₂@CS@POCl_2-x (NCP@ POCl_2-x), which carries POCl_2-x functional groups (where X can be 0, 1, or 2) on its surface. The nanocomposite was explored as a reagent for converting alcohols into alkyl halides using molecular bromine (Br₂) or iodine (I₂) as a model organic transformation. The conversion process demonstrated promising practical applications with ease of operation, and the pure product could be conveniently isolated through magnetic filtration, simplifying the synthesis process. The surface characteristics of the nanocomposite were thoroughly investigated using vibrating-sample magnetometer (VSM) spectrum analysis, field emission scanning electron microscopy (FESEM) images, and Fourier-transform infrared spectroscopy (FT-IR). TEM imaging also confirmed the core-shell structure of the nanocomposite, and XRD analysis revealed distinct peaks corresponding to the presence of Fe₃O₄. The study demonstrates that NCP@ POCl_2-x is an effective reagent for alkyl halide transformations, offering various possibilities for applications in organic synthesis.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 2","pages":"Pages 169-177"},"PeriodicalIF":1.3,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138513464","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthetic methodologies and applications of chalcogen (S, Se, Te) ionic liquids: a review","authors":"Ekta Arora","doi":"10.1080/10426507.2023.2263135","DOIUrl":"10.1080/10426507.2023.2263135","url":null,"abstract":"<div><p>Ionic liquids (ILs) have emerged as an environmentally friendly alternative to the volatile organic solvents. Though primarily used as solvents, ILs synthesized with specific desired chemical properties have gained significant attention in recent years due to their unique properties and versatile applications in various areas of chemical synthesis and beyond. The present review is aimed at exploring the synthetic methods for chalcogen (S, Se, Te) ionic liquids along with the study of their role as solvent, catalyst, reactant in various chemical reactions like oxidation reactions, hydrothiolation transformations etc., thus showing the contribution of ILs toward the development of sustainable organo-chalcogen chemistry.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 2","pages":"Pages 103-111"},"PeriodicalIF":1.3,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135386922","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and bioactivity evaluation of novel acetamide-derived compounds bearing a methylsulfonyl unit","authors":"Pei Li ,&nbsp;Zhenchao Wang ,&nbsp;Lei Yu","doi":"10.1080/10426507.2023.2249179","DOIUrl":"10.1080/10426507.2023.2249179","url":null,"abstract":"<div><p>This study reports the synthesis and structural characterization of a series of novel acetamide-derived compounds containing a methylsulfonyl unit. The <em>in vitro</em> antibacterial activity results demonstrated that compound 2-((4-fluorophenyl)sulfonyl)-<em>N</em>-(4-(methylsulfonyl)phenyl)acetamide (<strong>6b</strong>) exhibited superior antibacterial activities against <em>Xanthomonas oryzae</em> pv. <em>oryzicolaby</em> (<em>Xoc</em>), <em>Xanthomonas oryzae</em> pv. <em>oryzae</em> (<em>Xoo</em>), and <em>Xanthomonas axonopodis</em> pv. <em>citri</em> (<em>Xac</em>) at 100 μg/mL concentration, with the inhibition rates of 86.24%, 81.59%, and 75.65%, respectively, compared to Bismerthiazol and Thiodiazole copper. Meanwhile, the <em>in vitro</em> antifungal activities of all target compounds were found to be lower against <em>Mucor fragilis</em> (<em>M. fragilis</em>), <em>Mucor bainieri</em> (<em>M. bainieri</em>), and <em>Trichoderma atroviride</em> (<em>T. atroviride</em>) at 50 μg/mL concentration, with the inhibition rates of 0–45.21%, 0–30.24%, and 0–12.65%, respectively, compared to Carbendazim. Moreover, bioassay results of the target compounds against prostate cancer (PC3), hepatocellular carcinoma (HepG2), and leukemia (K562) cells at 10 μM concentration demonstrated that, compared to 5-fluorouracil, compound 2-((4-fluorophenyl)thio)-<em>N</em>-(4-(methylsulfonyl)phenyl)acetamide (<strong>4c</strong>) illustrated obvious antitumor activity (56.87%) against K562. This work first highlights the effect of the modification of the acetamide-derived compounds bearing a methylsulfonyl unit on the bioactivity evaluation.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 54-57"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135420914","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Obituary","authors":"Kaleigh Sunday","doi":"10.1080/10426507.2023.2292430","DOIUrl":"10.1080/10426507.2023.2292430","url":null,"abstract":"","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Page 1"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139452905","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Nickel catalysis synthesis of 2,5-disubstituted furans from aryl (alkyl) iodide","authors":"Zhongqiang Sun","doi":"10.1080/10426507.2023.2249576","DOIUrl":"10.1080/10426507.2023.2249576","url":null,"abstract":"<div><p>A new methodology using various aryl(alkyl)iodides and CaC₂ as coupling partners has been developed for the successful preparation of 2,5-disubstituted furans in good to excellent yields. The broad substrate range makes this method a practical and versatile approach for the preparation of (hetero)aryl- and alkyl-substituted furans, which are valuable building blocks in many biologically active compounds and functional materials.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 63-70"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72989460","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"New greener approach for the Se-N bond formation","authors":"Agata J. Pacuła-Miszewska ,&nbsp;Magdalena Obieziurska-Fabisiak ,&nbsp;Anna Laskowska ,&nbsp;Halina Kaczmarek ,&nbsp;Jacek Ścianowski","doi":"10.1080/10426507.2023.2249182","DOIUrl":"10.1080/10426507.2023.2249182","url":null,"abstract":"<div><p>A new greener protocol that includes the rapid and quantitative conversion of diaryl diselenides, bearing an amido function, to corresponding <em>N</em>-substituted benzisoselenazolones by 254 nm wavelength UV lamp irradiation is presented. This free radical Se-N bond formation was utilized for a series of diversified substrates under mild reaction conditions. Carrying out the process in an photochemically inactive solvent like acetonitrile enabled to obtain a quantitative conversion for both <em>N</em>-aliphatic and <em>N</em>-aromatic derivatives.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 58-62"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72904995","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sulfur-based organofluorine reagents for selective fluorination, fluoroalkylation, and fluoroolefination reactions","authors":"Xiu Wang ,&nbsp;Jinbo Hu","doi":"10.1080/10426507.2023.2249184","DOIUrl":"10.1080/10426507.2023.2249184","url":null,"abstract":"<div><p>A good partnership between “soft” sulfur and “hard” fluorine creates a rich chemistry for the introduction of structurally diverse fluorine or fluoroalkyl groups into organic molecules. The combination of sulfur and fluorine chemistry enables the synthesis of bench-stable sulfur-based fluorination reagents, fluoroalkyl sulfones, sulfoximine, sulfoxides, sulfinate, and sulfides. Notably, the reactivity of these reagents could be well-tuned by the incorporation of different substituents on sulfur, or changing the number of fluorine atoms (fluoroalkyl groups) in sulfur-based organofluorine reagents under different reaction conditions. Thus, a series of valuable fluorination, fluoroalkylation, fluoroolefination, fluoroalkanesulfonylation, fluoroalkanesufinylation, and fluoroalkanethiolation reactions <em>via</em> nucleophilic, electrophilic, and radical modes have been realized. The present review encompasses and highlights the polarity transduction, different C − S bond cleavages, radical fluoroalkylation reactions, and unique fluorine effects of sulfur-based organofluorine reagents.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 10-22"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82034012","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design, synthesis, and antiproliferative investigation of novel quinazolinones incorporating 1,3,4-oxadiazole and 1,2,4-triazole thioether moieties","authors":"Zijian Li ,&nbsp;Yanle Men ,&nbsp;Suhua Gao ,&nbsp;Peipei Cui ,&nbsp;Hongying Wang ,&nbsp;Baoquan Chen","doi":"10.1080/10426507.2023.2245529","DOIUrl":"10.1080/10426507.2023.2245529","url":null,"abstract":"<div><p>In the current study, a series of 1,3,4-oxadiazole and 1,2,4-triazole derivatives linked to quinazolinone were designed and synthesized by using Phase Transfer Catalysis. The structures of the synthesized compounds were confirmed by their IR, ¹H NMR, ¹³C NMR, and HR-ESI-MS spectroscopic data, and their <em>in vitro</em> antiproliferative activities against A549, Hela, MCF-7 as well as L929 were detected by using CCK-8 assay. The results demonstrated that most of the compounds showed better growth inhibitory effect than 5-FU on A549, Hela, and MCF-7 cell lines. Especially, 2-(5-((3-bromophenyl)thio)-1,3,4-oxadiazole-2-yl)quinazolin-4(3<em>H</em>)-one (<strong>8o</strong>), 4-amino-5-((4-nitrophenyl)thio)-4<em>H</em>-1,2,4-triazol-3-yl)quinazolin-4(3<em>H</em>)-one (<strong>9m</strong>) and 2-(4-amino-5-(<em>o</em>-tolylthio)-4<em>H</em>-1,2,4-triazol-3-yl)quinazolin-4(3<em>H</em>)-one (<strong>9b</strong>) showed good antiproliferative activity against A549 cells with IC₅₀ value of 3.46, 2.96, and 3.44 μM, respectively. 2-(4-Amino-5-((3,5-difluorophenyl)thio)-4<em>H</em>-1,2,4-triazol-3-yl)quinazolin-4(3<em>H</em>)-one (<strong>9h</strong>) and 4-amino-5-((4-nitrophenyl)thio)-4<em>H</em>-1,2,4-triazol-3-yl)quinazolin-4(3<em>H</em>)-one (<strong>9m</strong>) had obvious inhibitory effects on Hela cells with IC₅₀ values of 1.76 and 3.91 μM, respectively. 2-(4-Amino-5-((2-chlorophenyl)thio)-4<em>H</em>-1,2,4-triazol-3-yl)quinazolin-4(3<em>H</em>)-one (<strong>9i</strong>) showed high inhibitory activity against MCF-7 cells with IC₅₀ value of 2.72 μM. Meanwhile, all compounds showed lower cytotoxicity to L929 cells than positive control drug 5-FU. In development, according to the above preliminary observation, these novel quinazolinones incorporating 1,3,4-oxadiazole and 1,2,4-triazole thioether moieties could become potential molecular templates for searching new antitumor agents.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 45-53"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135115558","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}