Investigation of amination in 4-chloro-2-phenylquinoline derivatives with amide solvents

被引：16

作者：

Tsai, Jui-Ying ^{[1
]}

Chang, Chih-Shiang ^{[1
]}

Huang, Yi-Fan ^{[1
]}

Chen, Hua-Shin ^{[1
]}

Lin, Shao-Kai ^{[2
]}

Wong, Fung Fuh ^{[1
]}

Huang, Li-Jiau ^{[1
]}

Kuo, Sheng-Chu ^{[1
]}

机构：

[1] China Med Univ, Grad Inst Pharmaceut Chem, Taichung 40402, Taiwan

[2] Natl Cheng Kung Univ, Sustainbale Environm Res Ctr, Tainan 709, Taiwan

来源：

TETRAHEDRON | 2008年 / 64卷 / 51期

关键词：

Dialkylformamide; Amination; 4-Chloro-2-phenylquinoline; 4-Amino-2-phenylquinoline;

D O I：

10.1016/j.tet.2008.09.100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel 4-amino-2-phenylquinoline derivatives were synthesized by reacting various 4-chloro-2-aryl-quinoline compounds having activated chloro group with the corresponding imide solvents at reflux for overnight. The activity of amination by the amide solvents depended on the competition between the steric and electronic effect of the N-substituents on the amino group. Their activities were shown as N,N-dimethylformamide>N,N-diethylformamide>N-methylformamide>formamide>N,N-dimethylacetamide> N,N-dimethylpropionamide. The yields for the amination products seemed proportional to the ease of the dissociation of the amides. (C) 2008 Published by Elsevier Ltd.

引用

页码：11751 / 11755

页数：5