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

作者：Cho Chan Sik^*; Ren Wen Xiu; Shim Sang Chul

来源：Tetrahedron Letters, 2006, 47(38): 6781-6785.

DOI：10.1016/j.tetlet.2006.07.067

• aldehydes
• 2-aminobenzyl alcohol
• copper catalyst
• ketones
• quinolines

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.

• 出版日期2006-9-18