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一种在超声辐射下高效合成 2,4,5-三取代咪唑的磁性固体酸催化剂。

A highly efficient magnetic solid acid catalyst for synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation.

机构信息

Laboratory of Organic Compound Research, Department of Organic Chemistry, College of Chemistry, University of Kashan, P.O. Box: 87317-51167 Kashan, Islamic Republic of Iran.

出版信息

Ultrason Sonochem. 2013 Mar;20(2):740-6. doi: 10.1016/j.ultsonch.2012.10.004. Epub 2012 Oct 17.

Abstract

Fe(3)O(4) nanoparticles were prepared by chemical coprecipitation method and subsequently coated with 3-aminopropyltriethoxysilane (APTES) via silanization reaction. Grafting of chlorosulfuric acid on the amino-functionalized Fe(3)O(4) nanoparticles afforded sulfamic acid-functionalized magnetic nanoparticles (SA-MNPs). SA-MNPs was found to be a mild and effective solid acid catalyst for the efficient, one-pot, three-component synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation. This protocol afforded corresponding imidazoles in shorter reaction durations, and in high yields. This green procedure has many obvious advantages compared to those reported in the previous literatures, including avoiding the use of harmful catalysts, easy and quick isolation of the products, excellent yields, short routine, and simplicity of the methodology.

摘要

采用化学共沉淀法制备了 Fe(3)O(4)纳米粒子,然后通过硅烷化反应用 3-氨丙基三乙氧基硅烷 (APTES) 进行包覆。在氨基功能化的 Fe(3)O(4)纳米粒子上接枝氯磺酸,得到磺酰胺酸功能化磁性纳米粒子 (SA-MNPs)。发现 SA-MNPs 是一种温和有效的固体酸催化剂,可在超声辐射下高效、一锅法、三组分合成 2,4,5-三取代咪唑。该方案在较短的反应时间内获得了相应的咪唑,产率较高。与之前文献报道的方法相比,这种绿色方法具有许多明显的优点,包括避免使用有害催化剂、产物易于快速分离、产率高、常规时间短以及方法简单。

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