Iodine promoted dual oxidative C(sp3)-H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

被引:14
作者
Donthiboina, Kavitha [1 ,2 ]
Namballa, Hari Krishna [1 ,2 ]
Shaik, Siddiq Pasha [2 ]
Nanubolu, Jagadeesh Babu [3 ]
Shankaraiah, Nagula [1 ]
Kamal, Ahmed [1 ,2 ]
机构
[1] NIPER, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, India
[2] Indian Inst Chem Technol, CSIR, Dept Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
[3] Indian Inst Chem Technol, CSIR, Lab Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India
关键词
C-H BONDS; METAL-FREE CONDITIONS; ONE-POT SYNTHESIS; PRACTICAL SYNTHESIS; EFFICIENT SYNTHESIS; ACRIDONE ALKALOIDS; CYCLIZATION; FUNCTIONALIZATION; QUINAZOLINES; DERIVATIVES;
D O I
10.1039/c7ob02677c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iodine promoted tandem oxidative condensation of benzylamines and 2-methylquinazolin-4-(3H)-ones was developed to yield imidazo[1,5-a] quinazolin-5(4H)-ones via dual C(sp(3))-H amination under metal free conditions in a greener way using molecular oxygen as a terminal oxidant. This tandem transformation provides an efficient approach to construct various functionalized imidazo[1,5-a] quinazolin-5(4H)-ones in a straightforward manner via a sequential amination-oxidation-annulation-aromatisation.
引用
收藏
页码:1720 / 1727
页数:8
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