Microwave-assisted synthesis of quinazolinone derivatives by efficient and rapid iron-catalyzed cyclization in water

被引:93
作者
Zhang, Xiaodong [1 ]
Ye, Deju [1 ]
Sun, Haifeng [1 ]
Guo, Diliang [1 ]
Wang, Jiang [1 ]
Huang, He [1 ]
Zhang, Xu [1 ]
Jiang, Hualiang [1 ,2 ]
Liu, Hong [1 ]
机构
[1] Chinese Acad Sci 1, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr,State Key Lab Drug Re, Shanghai 201203, Peoples R China
[2] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
ARYL HALIDES; ORGANIC-REACTIONS; AQUEOUS-MEDIA; N-ARYLATIONS; CHLORIDE;
D O I
10.1039/b916124b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A green, rapid, and efficient method was developed for synthesizing quinazolinone derivatives from substituted 2-halobenzoic acids and amidines via microwave-assisted iron-catalyzed cyclization with or without ligand in water (methods A and B) or DMF (methods C and D). With these methods, moderate to high yields of the desired products can be obtained from even inactive substrates, such as guanidines. To the best of our knowledge, this is the first report on the synthesis of N-heterocyclic compounds by iron-catalyzed C-N coupling in aqueous media.
引用
收藏
页码:1881 / 1888
页数:8
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