Visible light-mediated synthesis of quinazolines from 1,2-dihydroquinazoline 3-oxides

被引：28

作者：

Chen, Yi-Chou ^{[1
]}

Yang, Ding-Yah ^{[1
]}

机构：

[1] Tunghai Univ, Dept Chem, Taichung 40704, Taiwan

来源：

TETRAHEDRON | 2013年 / 69卷 / 48期

关键词：

Visible light; 1,2-Dihydroquinazoline 3-oxide; Quinazoline; Visible light photoredox catalysis; PHOTOREDOX CATALYSIS; ELECTRON-TRANSFER; PHOTOCATALYSIS; PHOTOCHEMISTRY; CYCLIZATION; INHIBITORS;

D O I：

10.1016/j.tet.2013.09.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of quinazolines were synthesized in good to excellent yields by exposing 1,2-dihydroquinazoline 3-oxides to visible light in acetonitrile without the presence of any external sensitizers. The only exception was the 2-(p-nitrophenyl)-substituted substrate, which is insensitive to visible light. This compound could be first oxidized to quinazoline 3-oxide via ruthenium-catalyzed visible light photoredox catalysis, and followed by treating with PCl3 to yield the corresponding quinazoline. The mechanisms of these visible light-mediated reactions were proposed. (C) 2013 Elsevier Ltd. All rights reserved.

引用

收藏

页码：10438 / 10444

页数：7

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