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超声促进喹啉的合成,在水相介质中使用碱性离子液体作为绿色方法。

Ultrasound promoted synthesis of quinolines using basic ionic liquids in aqueous media as a green procedure.

机构信息

Department of Chemistry, Amirkabir University of Technology, Hafez Avenue, No. 424, Tehran, Iran.

出版信息

Ultrason Sonochem. 2011 Jan;18(1):447-54. doi: 10.1016/j.ultsonch.2010.07.020. Epub 2010 Aug 6.

Abstract

The basic ionic liquid (BIL) based on imidazolum cation efficiently catalyzes the condensation reaction of isatin with ketones by ultrasonic irradiation in aqueous media for quinoline synthesis. When two different α-protons are available in a ketone, a mixture of two quinolines is obtained. In this method, one of the quinolines with high selectivity is produced. Another significant advantage of this method is omission of subsidiary reactions, such as aldol condensation. Compared with conventional methods, the main advantages of the present procedure are its being a green method, its milder conditions, necessary shorter reaction time, and its higher yields and selectivity without the need for a transition metal catalyst. The use of BILs and ultrasound promoted this protocol under room temperature. By changing the type of BILs, ultrasonic irradiation time, and ultrasonic frequency, synthesis of quinolines is manageable.

摘要

基于咪唑阳离子的基本离子液体(BIL)在水相介质中通过超声辐射有效地催化了靛红与酮的缩合反应,用于喹啉的合成。当酮中有两个不同的α-质子时,会得到两种喹啉的混合物。在该方法中,可以得到一种具有高选择性的喹啉。该方法的另一个显著优点是省略了副反应,如羟醛缩合。与传统方法相比,本方法的主要优点是它是一种绿色方法,条件温和,反应时间短,产率和选择性高,无需使用过渡金属催化剂。BIL 和超声的使用促进了该方法在室温下进行。通过改变 BIL 的类型、超声辐射时间和超声频率,可以控制喹啉的合成。

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