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Tungsten anchored onto functionalized SBA-15: an efficient catalyst for diastereoselective synthesis of 2-azapyrrolizidine alkaloid scaffolds

机译:钨固定在官能化SBA-15上:一种有效催化剂,用于2-氮吡咯烷化生物碱支架的非对映选择性合成

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摘要

We used a novel hybrid catalyst in chemo-, regio-, and diastereoselective multi-component reactions (MCR) for the synthesis of the 2-aza analogue of pyrrolizidine and spirooxindole-2-azapyrrolizidine derivatives. The nanocatalyst, W(iv)/NNBIA-SBA-15 [where NNBIA = N,N '-(ethane-1,2-diyl)bis(2-aminobenzamide)] was synthesized by covalent grafting on chloro-functionalized SBA-15. The synthesis process was followed by the anchoring of WCl6 to catch the desired catalyst. The quality of the catalyst was assessed using different analytical techniques such as X-ray diffraction spectroscopy (XRD), Fourier-transform infrared spectroscopy (FT-IR), N-2 adsorption analysis, transmission electron microscopy (TEM), field emission scanning electron microscopy (FESEM), energy-dispersive X-ray spectroscopy (EDX), ammonia Temperature Programmed Desorption (TPD), X-Ray photoelectron spectroscopy (XPS) and thermogravimetric, differential thermal analysis (TGA-DTA). The catalyst, W(iv)/NNBIA-SBA-15, with high catalytic performance is a good candidate for the diastereoselective synthesis of 2-azapyrrolizidine alkaloid scaffolds. The catalyst could be recovered for reuse without noticeable loss of activity.
机译:我们在化学 - ,测定和非对映选择的多组分反应(MCR)中使用了一种新的杂化催化剂,用于合成吡咯烷和螺氧吲哚-2-氮吡咯烷衍生物的2-烷基类似物。通过共价接枝在氯官能化SBA-15上合成纳米催化剂,W(IV)/ nnbia-SBA-15 [其中Nnbia = N,N' - (乙烷-1,2-二基)](2-氨基苯甲酰胺)] 。合成过程之后是WCL6的锚定捕获所需的催化剂。使用不同的分析技术(如X射线衍射光谱(XRD),傅立叶变换红外光谱(FT-IR),N-2吸附分析,透射电子显微镜(TEM),场发射扫描电子等不同的分析技术评估催化剂的质量显微镜(FESEM),能量分散X射线光谱(EDX),氨温度编程解吸(TPD),X射线光电子能谱(XPS)和热重分析,差分热分析(TGA-DTA)。具有高催化性能的催化剂W(IV)/ Nnbia-SBA-15是用于2-氮烷烃生物碱支架的非对映选择性合成的良好候选者。可以回收催化剂以重复使用而不会明显丧失活性。

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  • 来源
    《RSC Advances》 |2019年第34期|共13页
  • 作者单位

    Univ Kashan Fac Chem Dept Organ Chem POB 87317-51167 Kashan Iran;

    Univ Kashan Fac Chem Dept Organ Chem POB 87317-51167 Kashan Iran;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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