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超声促进使用固定在纳米二氧化硅上的树枝状大分子连接的磷钨酸纳米颗粒一锅法合成3,4-二氢嘧啶-2(1H)-酮/硫酮

Ultrasound promoted one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones using dendrimer-attached phosphotungstic acid nanoparticles immobilized on nanosilica.

作者信息

Safaei-Ghomi Javad, Tavazo Maryam, Mahdavinia Gholam Hossein

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, Islamic Republic of Iran.

Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, Islamic Republic of Iran.

出版信息

Ultrason Sonochem. 2018 Jan;40(Pt A):230-237. doi: 10.1016/j.ultsonch.2017.07.015. Epub 2017 Jul 10.

Abstract

A highly efficient and improved synthetic methodology for the preparation of 3,4-dihydropyrimidin-2(1H)-ones and thiones in the Biginelli reaction by condensation of β-dicarbonyl compounds, urea/thiourea and aromatic aldehydes using Dendrimer-PWA as a nanocatalyst under ultrasonic irradiation is reported. Compared with classical Biginelli reaction conditions, this new method has the advantage of easy reaction condition, short reaction time, excellent yields, recyclable green catalyst, reduced environmental impacts and absence of any tedious workup or purification. The catalyst can be easily recovered by filtration and reused for eight consecutive reaction cycles without significant loss of activity. Also, SEM and DLS images of the catalyst after reaction cycle were investigated.

摘要

报道了一种高效改进的合成方法,该方法在超声辐射下以树枝状大分子-磷钨酸为纳米催化剂,通过β-二羰基化合物、尿素/硫脲与芳香醛缩合,在Biginelli反应中制备3,4-二氢嘧啶-2(1H)-酮和硫酮。与经典的Biginelli反应条件相比,这种新方法具有反应条件容易、反应时间短、产率优异、绿色催化剂可回收、减少环境影响以及无需任何繁琐的后处理或纯化等优点。催化剂可通过过滤轻松回收,并连续重复使用八个反应循环,而活性没有明显损失。此外,还研究了反应循环后催化剂的扫描电子显微镜(SEM)和动态光散射(DLS)图像。

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