I2/CHP-Mediated Oxidative Coupling of 2-Aminobenzamides and Isocyanides: Access to 2-Aminoquinazolinones

被引:13
|
作者
Wei, Tian-Qi
Xu, Pei
Wang, Shun-Yi [1 ]
Ji, Shun-Jun [1 ]
机构
[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
Nitrogen heterocycles; Iodine; Isocyanides; Cyclization; Oxidation; Synthetic methods; C-H; PALLADIUM; HETEROCYCLES; INSERTION; DERIVATIVES; AMINATION; CHEMISTRY; AMINES;
D O I
10.1002/ejoc.201600876
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An oxidative coupling of 2-aminobenzamides 1 and isocyanides 2 mediated by I-2 and cumyl hydroperoxide (CHP) leads to the formation of 2-aminoquinazolinones 3 in moderate to excellent yields. This method provides an efficient approach to 2-aminoquinazolinones with high atom economy under metal-free conditions through two C-N bond-formation reactions. The products can be further transformed to give benzo[4,5]imidazo[2,1-b]quinazolin-12(6H)-one (4).
引用
收藏
页码:5393 / 5398
页数:6
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