Base-Promoted Synthesis of 2-Aryl Quinazolines from 2-Aminobenzylamines in Water

被引：56

作者：

Chatterjee, Tanmay ^{[1
]}

Kim, Dong In ^{[2
]}

Cho, Eun Jin ^{[2
]}

机构：

[1] Birla Inst Technol & Sci, Dept Chem, Hyderabad Campus, Pilani 500078, Telangana, India

[2] Chung Ang Univ, Dept Chem, 84 Heukseok Ro, Seoul 06974, South Korea

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 14期

基金：

新加坡国家研究基金会;

关键词：

AEROBIC OXIDATIVE SYNTHESIS; COPPER-CATALYZED SYNTHESIS; VISIBLE-LIGHT PHOTOREDOX; 2-SUBSTITUTED QUINAZOLINES; CASCADE SYNTHESIS; DOMINO REACTION; ARYL; MULTICOMPONENT; BENZYLAMINES; HETEROCYCLES;

D O I：

10.1021/acs.joc.8b00327

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 alpha,alpha,alpha-trihalotoluenes. The transformation proceeded smoothly in the presence of only sodium hydroxide and molecular oxygen in water at 100 degrees 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.

引用

页码：7423 / 7430

页数：8

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