{"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 , Zhenchao Wang , 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 CaC<sub>2</sub> 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}
Agata J. Pacuła-Miszewska , Magdalena Obieziurska-Fabisiak , Anna Laskowska , Halina Kaczmarek , Jacek Ścianowski
{"title":"New greener approach for the Se-N bond formation","authors":"Agata J. Pacuła-Miszewska , Magdalena Obieziurska-Fabisiak , Anna Laskowska , Halina Kaczmarek , 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 , 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}
Zijian Li , Yanle Men , Suhua Gao , Peipei Cui , Hongying Wang , Baoquan Chen
{"title":"Design, synthesis, and antiproliferative investigation of novel quinazolinones incorporating 1,3,4-oxadiazole and 1,2,4-triazole thioether moieties","authors":"Zijian Li , Yanle Men , Suhua Gao , Peipei Cui , Hongying Wang , 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, <sup>1</sup>H NMR, <sup>13</sup>C 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 IC<sub>50</sub> 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 IC<sub>50</sub> 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 IC<sub>50</sub> 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}
Tian Zhang , Kuixian Wei , Shicong Yang , Wenhui Ma
{"title":"Composition and structural identification of silicon particles in diamond wire saw silicon powder","authors":"Tian Zhang , Kuixian Wei , Shicong Yang , Wenhui Ma","doi":"10.1080/10426507.2023.2242996","DOIUrl":"10.1080/10426507.2023.2242996","url":null,"abstract":"<div><p>In this study, the content and calculation equations of each substance in diamond wire saw silicon powder (DWSSP) were determined. Initially, the presence of amorphous SiO<sub>2</sub> was proven by crystal transformation. Then, the SiO<sub>2</sub> content was determined by SiO<sub>2</sub>-CaO phase diagram analysis, and the SiO<sub>x</sub> content was determined by using the oxygen conservation rule. The variation trend between the SiO<sub>2</sub>, SiO<sub>x</sub>, and Si contents and the O content was determined, according to the calculated SiO<sub>2</sub> and SiO<sub>x</sub> content. In addition, linear fitting was performed on the SiO<sub>2</sub>, SiO<sub>x</sub>, and Si contents of five DWSSP raw materials, and a calculation equation for SiO<sub>2</sub>, SiO<sub>x</sub>, and Si was obtained through the total O content. The three-layer structure of DWSSP was revealed, the DWSSP consisting of a Si core, an intermediate SiO<sub>x</sub> layer, and a SiO<sub>2</sub> shell. This study can accurately identify the content of SiO<sub>2</sub>, SiO<sub>x</sub>, and Si in DWSSP based on the detected oxygen content, and provide a better theoretical basis for the process selection and design for silicon recovery or high value materials preparation.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 27-36"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135741942","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}
Jacek Ścianowski , Agata J. Pacuła-Miszewska , Anna Laskowska , Magdalena Obieziurska-Fabisiak
{"title":"Synthesis and applications of new chiral terpenyl organoselenium compounds","authors":"Jacek Ścianowski , Agata J. Pacuła-Miszewska , Anna Laskowska , Magdalena Obieziurska-Fabisiak","doi":"10.1080/10426507.2023.2243362","DOIUrl":"10.1080/10426507.2023.2243362","url":null,"abstract":"<div><p>Terpenes create a substantial group of natural compounds differentiated due to the structure of the carbon skeleton, the presence of various functional groups and the number of stereogenic centers. Combining the terpenyl scaffold with the reactivity of the selenium atom enables to obtain chiral and highly reactive compounds. Organoselenium derivatives have been well-studied as efficient reagents and catalysts in modern organic syntheses. The Se-moiety can be easily introduced, manipulated and eliminated from the target molecule, thus providing an efficient route to new compounds. Herein, we will summarize our achievements in designing chiral organoselenium molecules derived from monoterpenes and their applications as reagents and catalysts.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 2-9"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84449120","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}
Xianyang Xu , Jian-Qiu Zhang , Xin Wang , Teng Wang , Yan Liu , Li-Biao Han
{"title":"One-pot synthesis of (2,4,6-Trimethylbenzoyl)diphenylphosphine oxide from triphenylphosphine oxide","authors":"Xianyang Xu , Jian-Qiu Zhang , Xin Wang , Teng Wang , Yan Liu , Li-Biao Han","doi":"10.1080/10426507.2023.2263132","DOIUrl":"10.1080/10426507.2023.2263132","url":null,"abstract":"<div><p><em>A simple one-pot preparation of (2,4,6-Trimethylbenzoyl)diphenylphosphine oxide</em> (TPO) by employing the low-cost triphenylphosphine oxide (Ph<sub>3</sub>PO) as the starting material was described. Reaction with trimethylsilyl chloride (TMSCl) that transforms the intermediate sodium diphenylphosphonite (Ph<sub>2</sub>PONa) into (trimethylsilyl)oxy)diphenylphosphine (Ph<sub>2</sub>POTMS) is the key for the high yield of TPO. The reactions of Ph<sub>2</sub>PONa with other silyl chlorides are discussed.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 1","pages":"Pages 23-26"},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135169372","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}