A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls for the synthesis of quinazolinones

被引:25
|
作者
Xu, Gang [1 ]
Tong, Chaodi [1 ]
Cui, Sunliang [2 ]
Dai, Liyan [1 ]
机构
[1] Zhejiang Univ, Coll Chem & Biol Engn, Hangzhou 310027, Zhejiang, Peoples R China
[2] Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, Hangzhou 310058, Zhejiang, Peoples R China
关键词
CASCADE REACTIONS; TANDEM CATALYSIS; ACYL CYANAMIDES; INHIBITORS; ACCESS;
D O I
10.1039/c8ob01252k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A silver catalyzed domino reaction of N-cyanamide alkenes and 1,3-dicarbonyls including 1,3-diketones and ethyl acetoacetate has been developed for the facile synthesis of quinazolinones. In the presence of AgNO3/K2S2O8, the diketones could be converted to radicals and coupled with N-cyanamide alkenes to undergo a cyclization cascade for accessing quinazolinones. This method features mild reaction conditions, readily available starting materials, and valuable synthetic utility. Moreover, the products could be further transformed into various heterocycles.
引用
收藏
页码:5899 / 5906
页数:8
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