Silver-Catalyzed Isocyanide Insertion into N-H Bond of Ammonia: [5+1] Annulation to Quinazoline Derivatives

被引:30
|
作者
Zhang, Lingjuan [1 ]
Li, Juanjuan [1 ]
Hu, Zhongyan [2 ]
Dong, Jinhuan [2 ]
Zhang, Xian-Ming [1 ]
Xu, Xianxiu [2 ]
机构
[1] Shanxi Normal Univ, Sch Chem & Mat Sci, Key Lab Magnet Mol & Magnet Informat Mat, Minist Educ, Linfen 041004, Peoples R China
[2] Shandong Normal Univ, Collaborat Innovat Ctr Functionalized Probes Chem, Coll Chem Chem Engn & Mat Sci,Minist Educ, Key Lab Mol & Nano Probes,Inst Mol & Nano Sci, Jinan 250014, Shandong, Peoples R China
关键词
silver-catalyzed; 5+1] annulation; isocyanide insertion; quinazolines; quinazoline; 3-oxides; 2-SUBSTITUTED QUINAZOLINES; 3-COMPONENT SYNTHESIS; MIGRATORY INSERTION; OXIDATIVE AMINATION; ACCESS; MULTICOMPONENT; HETEROCYCLES; ISONITRILES; ACTIVATION; ROUTE;
D O I
10.1002/adsc.201701623
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A silver-catalyzed [5+1] annulation of o-acylaryl isocyanides with ammonium acetate and hydroxlamine was developed for the efficient and practical synthesis of quinazolines and quinazoline 3-oxides in good to excellent yields, respectively. The domino process involved an unprecedented isocyanide insertion into the N-H bond of ammonia or hydroxylamine and followed by condensation reaction at ambient conditions.
引用
收藏
页码:1938 / 1942
页数:5
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