Investigation of amination in 4-chloro-2-phenylquinoline derivatives with amide solvents
作者:Jui-Ying Tsai、Chih-Shiang Chang、Yi-Fan Huang、Hua-Shin Chen、Shao-Kai Lin、Fung Fuh Wong、Li-Jiau Huang、Sheng-Chu Kuo
DOI:10.1016/j.tet.2008.09.100
日期:2008.12
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.