Base-Promoted Synthesis of 2-Aryl Quinazolines from 2-Aminobenzylamines in Water,The Journal of Organic Chemistry

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Base-Promoted Synthesis of 2-Aryl Quinazolines from 2-Aminobenzylamines in Water
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-04-12 00:00:00 , DOI: 10.1021/acs.joc.8b00327
Tanmay Chatterjee ₁ , Dong In Kim ₂ , Eun Jin Cho ₂

Affiliation

A transition-metal-free procedure for the synthesis of a highly valuable class of heteroaromatics, quinazolines, was developed by using easily available 2-aminobenzylamines and α,α,α-trihalotoluenes. The transformation proceeded smoothly in the presence of only sodium hydroxide and molecular oxygen in water at 100 °C, furnishing a variety of 2-aryl quinazolines. The crystallization process of the crude reaction mixture for the purification of the solid products circumvents huge solvent-consuming workup and column chromatographic techniques, which make the overall process more sustainable and economical.

中文翻译：

由2-氨基苄胺在水中碱促进的2-芳基喹唑啉的合成

通过使用容易获得的2-氨基苄胺和α，α，α-三卤代甲苯，开发了一种无过渡金属的合成高度有价值的杂芳族化合物喹唑啉类的方法。在100°C的水中，只有氢氧化钠和分子氧存在下，转化才能顺利进行，从而提供了各种2-芳基喹唑啉。用于纯化固体产物的粗反应混合物的结晶过程避免了消耗大量溶剂的后处理和柱色谱技术，这使整个过程更加可持续和经济。

更新日期：2018-04-12

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