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Metal–organic frameworks HKUST-1 embedded in amino-functionalized SBA-15: Efficient catalytic reduction of 4-nitrophenol to 4-aminophenol 嵌入氨基功能化 SBA-15 的金属有机框架 HKUST-1:高效催化 4-硝基苯酚还原为 4-氨基苯酚
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-02-01 DOI: 10.1080/10426507.2023.2271116
Cheng Qian , Yibo Zhang , Xifeng Chen , Wei Wang , Jianglei Hu , Sara Khan

The amino-functionalized SBA-15 silicon carrier (PMO-pr-NH2) was prepared by the one-pot method, and then HKUST-1 functional composites were synthesized by adsorption combined with in-situ preparation technology (HKUST-1@PMO-pr-NH2). A series of characterization techniques were used to analyze composites, such as BET, FTIR, TEM, XPS, TG, SEM, and XRD. The analysis showed that HKUST-1 was successfully prepared in the pores of the PMO-pr-NH2 silicon-based carrier. The catalytic reduction activity and thermal stability of the composite material were investigated using the reaction of 4-nitrophenol (4-NP) to 4-aminophenol (4-AP). After 4 cycles, the catalytic performance of the composites was maintained without any obvious change.

采用一锅法制备了氨基功能化的SBA-15硅载体(PMO-pr-NH2),然后通过吸附结合原位制备技术合成了HKUST-1功能复合材料(HKUST-1@PMO-pr-NH2)。采用一系列表征技术对复合材料进行了分析,如 BET、傅立叶变换红外光谱、TEM、XPS、TG、SEM 和 XRD。分析表明,在 PMO-pr-NH2 硅基载体的孔隙中成功制备了 HKUST-1。利用 4-硝基苯酚(4-NP)转化为 4-氨基苯酚(4-AP)的反应研究了该复合材料的催化还原活性和热稳定性。经过 4 次循环后,复合材料的催化性能没有发生明显变化。
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引用次数: 0
Visible light photoredox-catalyzed phosphorylation of α-bromostyrenes: a mild synthesis of β-ketophosphine oxides 可见光光氧化还原催化α-溴苯乙烯的磷酸化:β-酮膦氧化物的温和合成
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-02-01 DOI: 10.1080/10426507.2023.2281476
Rabin Kim , Dae Young Kim

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.

描述了可见光介导的α-溴苯乙烯的光催化磷酸化。以α-溴苯乙烯衍生物为原料,方便地合成了β-酮膦氧化物衍生物。
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引用次数: 0
Synthetic methodologies and applications of chalcogen (S, Se, Te) ionic liquids: a review 查耳根(S、Se、Te)离子液体的合成方法和应用:综述
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-02-01 DOI: 10.1080/10426507.2023.2263135
Ekta Arora

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.

离子液体(ILs)已成为挥发性有机溶剂的环保型替代品。虽然离子液体主要用作溶剂,但由于其独特的性质以及在化学合成等各个领域的广泛应用,近年来合成的具有特定所需化学性质的离子液体受到了广泛关注。本综述旨在探讨查尔根(S、Se、Te)离子液体的合成方法,同时研究它们在氧化反应、氢硫转化等各种化学反应中作为溶剂、催化剂和反应物的作用,从而展示离子液体对发展可持续有机查尔根化学的贡献。
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引用次数: 0
Core-shell magnetic nanocomposite Fe3O4@SiO2@CS@POCl2-x for alcohols to alkyl halides transformation 核壳磁性纳米复合材料Fe3O4@SiO2@CS@POCl2-x用于醇类向烷基卤化物的转化
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-02-01 DOI: 10.1080/10426507.2023.2279614
Farzaneh Ebrahimzadeh , Arezoo Jamalain , Somaie Zaree

In this study, we examined the efficiency of a new magnetic core-shell nanocomposite, Fe3O4@SiO2@CS@POCl2-x (NCP@ POCl2-x), which carries POCl2-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@ POCl2-x is an effective reagent for alkyl halide transformations, offering various possibilities for applications in organic synthesis.

在这项研究中,我们研究了一种新的磁性核壳纳米复合材料Fe3O4@SiO2@CS@POCl2-x (NCP@ POCl2-x)的效率,该材料携带POCl2-x官能团(其中X可以是0、1或2)。
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引用次数: 0
Synthesis and bioactivity evaluation of novel acetamide-derived compounds bearing a methylsulfonyl unit 含有甲基磺酰基单元的新型乙酰胺衍生化合物的合成与生物活性评估
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2249179
Pei Li , Zhenchao Wang , Lei Yu

This study reports the synthesis and structural characterization of a series of novel acetamide-derived compounds containing a methylsulfonyl unit. The in vitro antibacterial activity results demonstrated that compound 2-((4-fluorophenyl)sulfonyl)-N-(4-(methylsulfonyl)phenyl)acetamide (6b) exhibited superior antibacterial activities against Xanthomonas oryzae pv. oryzicolaby (Xoc), Xanthomonas oryzae pv. oryzae (Xoo), and Xanthomonas axonopodis pv. citri (Xac) 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 in vitro antifungal activities of all target compounds were found to be lower against Mucor fragilis (M. fragilis), Mucor bainieri (M. bainieri), and Trichoderma atroviride (T. atroviride) 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)-N-(4-(methylsulfonyl)phenyl)acetamide (4c) 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.

本研究报告了一系列含有甲磺酰基单元的新型乙酰胺衍生化合物的合成和结构表征。体外抗菌活性结果表明,化合物 2-((4-氟苯基)磺酰基)-N-(4-(甲基磺酰基)苯基)乙酰胺 (6b) 对黄单胞菌 oryzae pv.oryzicolaby(Xoc)、Xanthomonas oryzae pv. oryzae(Xoo)和 Xanthomonas axonopodis pv. citri(Xac)的抗菌活性,与 Bismerthiazol 和 Thiodiazole copper 相比,在 100 μg/mL 浓度下的抑制率分别为 86.24%、81.59% 和 75.65%。同时发现,与多菌灵相比,所有目标化合物在 50 μg/mL 浓度下对脆弱拟南芥(M. fragilis)、贝氏拟南芥(M. bainieri)和阿特罗维里德毛霉(T. atroviride)的体外抗真菌活性均较低,抑制率分别为 0-45.21%、0-30.24% 和 0-12.65%。此外,目标化合物在 10 μM 浓度下对前列腺癌(PC3)、肝癌(HepG2)和白血病(K562)细胞的生物测定结果表明,与 5-氟尿嘧啶相比,化合物 2-((4-氟苯基)硫)-N-(4-(甲磺酰基)苯基)乙酰胺(4c)对 K562 具有明显的抗肿瘤活性(56.87%)。这项工作首次强调了带有甲磺酰基单元的乙酰胺衍生化合物的修饰对生物活性评估的影响。
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引用次数: 0
Obituary 讣告
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2292430
Kaleigh Sunday
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引用次数: 0
Design, synthesis, and antiproliferative investigation of novel quinazolinones incorporating 1,3,4-oxadiazole and 1,2,4-triazole thioether moieties 含有 1,3,4-oxadiazole 和 1,2,4-riazole 硫醚分子的新型喹唑啉酮的设计、合成和抗增殖研究
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2245529
Zijian Li , Yanle Men , Suhua Gao , Peipei Cui , Hongying Wang , Baoquan Chen

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 in vitro 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(3H)-one (8o), 4-amino-5-((4-nitrophenyl)thio)-4H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one (9m) and 2-(4-amino-5-(o-tolylthio)-4H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one (9b) 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)-4H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one (9h) and 4-amino-5-((4-nitrophenyl)thio)-4H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one (9m) 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)-4H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one (9i) 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.

本研究采用相转移催化法设计并合成了一系列与喹唑啉酮相连的 1,3,4-恶二唑和 1,2,4-三唑衍生物。通过红外光谱、1H NMR、13C NMR 和 HR-ESI-MS 光谱数据确认了合成化合物的结构,并利用 CCK-8 试验检测了这些化合物对 A549、Hela、MCF-7 和 L929 的体外抗增殖活性。结果表明,大多数化合物对 A549、Hela 和 MCF-7 细胞株的生长抑制效果优于 5-FU。特别是 2-(5-((3-溴苯基)硫基)-1,3,4-恶二唑-2-基)喹唑啉-4(3H)-酮(8o)、4-氨基-5-((4-硝基苯基)硫基)-4H-1,2、4-氨基-5-((4-硝基苯基)硫基)-4H-1,2,4-三唑-3-基)喹唑啉-4(3H)-酮(9m)和 2-(4-氨基-5-(邻甲苯硫基)-4H-1,2,4-三唑-3-基)喹唑啉-4(3H)-酮(9b)对 A549 细胞显示出良好的抗增殖活性,IC50 值分别为 3.46、2.96 和 3.46、2.96 和 3.44 μM。2-(4-氨基-5-((3,5-二氟苯基)硫)-4H-1,2,4-三唑-3-基)喹唑啉-4(3H)-酮(9h)和 4-氨基-5-((4-硝基苯基)硫)-4H-1,2,4-三唑-3-基)喹唑啉-4(3H)-酮(9m)对 Hela 细胞有明显的抑制作用,IC50 值分别为 1.76 和 3.91 μM。2-(4-氨基-5-((2-氯苯基)硫)-4H-1,2,4-三唑-3-基)喹唑啉-4(3H)-酮(9i)对 MCF-7 细胞具有较高的抑制活性,IC50 值为 2.72 μM。同时,所有化合物对 L929 细胞的细胞毒性均低于阳性对照药物 5-FU。根据上述初步观察,这些含有 1,3,4-恶二唑和 1,2,4-三唑硫醚分子的新型喹唑啉酮类化合物有望成为寻找新抗肿瘤药物的潜在分子模板。
{"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, <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":null,"pages":null},"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}
引用次数: 0
Composition and structural identification of silicon particles in diamond wire saw silicon powder 金刚石绳锯硅粉中硅颗粒的组成和结构鉴定
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2242996
Tian Zhang , Kuixian Wei , Shicong Yang , Wenhui Ma

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 SiO2 was proven by crystal transformation. Then, the SiO2 content was determined by SiO2-CaO phase diagram analysis, and the SiOx content was determined by using the oxygen conservation rule. The variation trend between the SiO2, SiOx, and Si contents and the O content was determined, according to the calculated SiO2 and SiOx content. In addition, linear fitting was performed on the SiO2, SiOx, and Si contents of five DWSSP raw materials, and a calculation equation for SiO2, SiOx, 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 SiOx layer, and a SiO2 shell. This study can accurately identify the content of SiO2, SiOx, 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.

本研究确定了金刚石线锯硅粉(DWSSP)中各种物质的含量和计算公式。首先,通过晶体转变证明了非晶态 SiO2 的存在。然后,通过 SiO2-CaO 相图分析确定了 SiO2 的含量,并利用氧守恒定律确定了 SiOx 的含量。根据计算出的 SiO2 和 SiOx 含量,确定了 SiO2、SiOx 和 Si 含量与 O 含量之间的变化趋势。此外,还对五种 DWSSP 原料的 SiO2、SiOx 和 Si 含量进行了线性拟合,并通过总 O 含量得到了 SiO2、SiOx 和 Si 的计算公式。揭示了 DWSSP 的三层结构,即 DWSSP 由 Si 核、中间 SiOx 层和 SiO2 壳组成。该研究可根据检测到的氧含量准确确定 DWSSP 中 SiO2、SiOx 和 Si 的含量,为硅回收或高价值材料制备的工艺选择和设计提供更好的理论依据。
{"title":"Composition and structural identification of silicon particles in diamond wire saw silicon powder","authors":"Tian Zhang ,&nbsp;Kuixian Wei ,&nbsp;Shicong Yang ,&nbsp;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":null,"pages":null},"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}
引用次数: 0
One-pot synthesis of (2,4,6-Trimethylbenzoyl)diphenylphosphine oxide from triphenylphosphine oxide 由三苯基氧化膦一步合成 (2,4,6-三甲基苯甲酰基) 二苯基氧化膦
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2263132
Xianyang Xu , Jian-Qiu Zhang , Xin Wang , Teng Wang , Yan Liu , Li-Biao Han

A simple one-pot preparation of (2,4,6-Trimethylbenzoyl)diphenylphosphine oxide (TPO) by employing the low-cost triphenylphosphine oxide (Ph3PO) as the starting material was described. Reaction with trimethylsilyl chloride (TMSCl) that transforms the intermediate sodium diphenylphosphonite (Ph2PONa) into (trimethylsilyl)oxy)diphenylphosphine (Ph2POTMS) is the key for the high yield of TPO. The reactions of Ph2PONa with other silyl chlorides are discussed.

本研究采用低成本的三苯基氧化膦 (Ph3PO) 作为起始原料,描述了一种简单的一步法制备 (2,4,6-三甲基苯甲酰基) 二苯基氧化膦 (TPO)的方法。与三甲基氯硅烷(TMSCl)反应,将中间体二苯基亚膦酸钠(Ph2PONa)转化为(三甲基硅氧基)二苯基膦(Ph2POTMS),是获得高产率 TPO 的关键。本文还讨论了 Ph2PONa 与其他氯硅烷的反应。
{"title":"One-pot synthesis of (2,4,6-Trimethylbenzoyl)diphenylphosphine oxide from triphenylphosphine oxide","authors":"Xianyang Xu ,&nbsp;Jian-Qiu Zhang ,&nbsp;Xin Wang ,&nbsp;Teng Wang ,&nbsp;Yan Liu ,&nbsp;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":null,"pages":null},"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}
引用次数: 0
Synthesis and Wittig olefination of (2-methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate: facile access to 3-alkylidene-2-methylisoindolin-1-ones (2-甲基-3-氧代异吲哚啉-1-基)三苯基膦四氟硼酸盐的合成和 Wittig 烯化反应:3-亚烷基-2-甲基异吲哚啉-1-酮的简便获取途径
IF 1.3 4区 化学 Q3 Chemistry Pub Date : 2024-01-02 DOI: 10.1080/10426507.2023.2263131
Wenhua Huang , Yan-Hong Wang

(2-Methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate has been successfully synthesized from Ph3PHBF4 and 3-hydroxy-2-methylisoindolin-1-one. It undergoes smoothly Wittig olefination with a variety of aldehydes when using DBU or t-BuOK as a base to furnish 3-(alkylidene)-2-methyisoindolin-1-ones in 35–93% yields with the stereoselectivity being mostly favorable to (E)-isomer.

(由 Ph3PHBF4 和 3-羟基-2-甲基异吲哚啉-1-酮成功合成了(2-甲基-3-异吲哚啉-1-基)三苯基磷四氟硼酸盐。当使用 DBU 或 t-BuOK 作为碱时,它能与多种醛顺利发生 Wittig 烯化反应,生成 3-(亚烷基)-2-甲基异吲哚啉-1-酮,产率为 35-93%,立体选择性主要有利于 (E)- 异构体。
{"title":"Synthesis and Wittig olefination of (2-methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate: facile access to 3-alkylidene-2-methylisoindolin-1-ones","authors":"Wenhua Huang ,&nbsp;Yan-Hong Wang","doi":"10.1080/10426507.2023.2263131","DOIUrl":"10.1080/10426507.2023.2263131","url":null,"abstract":"<div><p>(2-Methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate has been successfully synthesized from Ph<sub>3</sub>PHBF<sub>4</sub> and 3-hydroxy-2-methylisoindolin-1-one. It undergoes smoothly Wittig olefination with a variety of aldehydes when using DBU or <em>t</em>-BuOK as a base to furnish 3-(alkylidene)-2-methyisoindolin-1-ones in 35–93% yields with the stereoselectivity being mostly favorable to (<em>E</em>)-isomer.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2024-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135816775","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}
引用次数: 0
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Phosphorus, Sulfur, and Silicon and the Related Elements
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