A copper(II)-catalyzed protocol for modified Friedlander quinoline synthesis

被引:73
作者
Cho, Chan Sik [1 ]
Ren, Wen Xiu
Shim, Sang Chul
机构
[1] Kyungpook Natl Univ, Res Inst Ind Technol, Taegu 702701, South Korea
[2] Kyungpook Natl Univ, Dept Appl Chem, Taegu 702701, South Korea
关键词
aldehydes; 2-aminobenzyl alcohol; copper catalyst; ketones; quinolines;
D O I
10.1016/j.tetlet.2006.07.067
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Aminobenzyl alcohol reacts with an array of ketones in dioxane at 100 degrees C in the presence of a catalytic amount of CuCl2 along with KOH under O-2 atmosphere to afford the corresponding quinolines in good yields. 2-Aminobenzyl alcohol is also oxidatively coupled and cyclized with various aldehydes by step-by-step procedure, an initial treatment of 2-aminobenzyl alcohol in the presence of CuCl2 and KOH in dioxane under 02 atmosphere and subsequent addition of aldehyde to the mixture followed by stirring under argon atmosphere, to give 3-substituted quinolines in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6781 / 6785
页数:5
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