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通过高效胺功能化的SiO@FeO纳米颗粒实现生物活性2-氨基-4-苯并[]吡喃的绿色及机械化学一锅多组分合成

Green and Mechanochemical One-Pot Multicomponent Synthesis of Bioactive 2-amino-4-benzo[]pyrans via Highly Efficient Amine-Functionalized SiO@FeO Nanoparticles.

作者信息

Singh Preeti, Yadav Priyanka, Mishra Anupam, Awasthi Satish K

机构信息

Chemical Biology Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India.

出版信息

ACS Omega. 2020 Feb 20;5(8):4223-4232. doi: 10.1021/acsomega.9b04117. eCollection 2020 Mar 3.

Abstract

An ecofriendly, magnetically retrievable amine-functionalized SiO@FeO catalyst was successfully synthesized and affirmed by several physicochemical characterization tools, such as scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier-transform infrared spectroscopy (FT-IR), vibrating sample magnetometry (VSM), energy-dispersive X-ray spectroscopy (EDX), and powder X-ray diffraction. Thereafter, the catalytic performance of this environmentally benign NH@SiO@FeO catalyst was investigated in the one-pot multicomponent synthesis of 2-amino-4-benzo[]pyran derivatives. The reaction was simply achieved by grinding of various substituted aromatic aldehydes, dimedone, and malononitrile at room temperature under solvent and waste-free conditions with excellent yields and high purity. Moreover, the developed catalyst not only possesses immense potential to accelerate the synthesis of bioactive pyran derivatives but also exhibits several remarkable attributes like broad functional group tolerance, durability, improved yield, reusability, and recyclability. Besides, various other fascinating advantages of this protocol are milder reaction conditions, cost effectiveness, short reaction time, and simple work up procedures.

摘要

成功合成了一种环境友好、可磁性回收的胺功能化SiO@FeO催化剂,并通过扫描电子显微镜(SEM)、透射电子显微镜(TEM)、傅里叶变换红外光谱(FT-IR)、振动样品磁强计(VSM)、能量色散X射线光谱(EDX)和粉末X射线衍射等多种物理化学表征工具进行了确认。此后,研究了这种环境友好的NH@SiO@FeO催化剂在一锅多组分合成2-氨基-4-苯并[]吡喃衍生物中的催化性能。该反应只需在室温下,在无溶剂和无废物条件下研磨各种取代的芳香醛、二氢嘧啶酮和丙二腈即可简单实现,产率优异且纯度高。此外,所开发的催化剂不仅具有加速生物活性吡喃衍生物合成的巨大潜力,还表现出几个显著特性,如广泛的官能团耐受性、耐久性、产率提高、可重复使用性和可回收性。此外,该方法的其他各种迷人优点包括反应条件温和、成本效益高、反应时间短和后处理程序简单。

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