Microwave-assisted multistep synthesis of functionalized 4-arylquinolin-2 (1 H)-ones using palladium-catalyzed cross-coupling chemistry

TN Glasnov, W Stadlbauer…

Index: Glasnov, Toma N.; Stadlbauer, Wolfgang; Kappe, C. Oliver Journal of Organic Chemistry, 2005 , vol. 70, # 10 p. 3864 - 3870

Full Text: HTML

Citation Number: 86

Abstract

Biologically active 4-aryl-3-alkenyl-substituted quinolin-2 (1 H)-ones have been synthesized in a short and concise manner employing readily available 4-hydroxyquinolin-2 (1 H)-ones as intermediates. Key steps in the synthesis include the derivatization of the quinolin-2 (1 H)- one cores using palladium-catalyzed Suzuki and Heck reactions, installing the 4-aryl and 3- alkenyl substituents. All synthetic transformations (six steps) required for the synthesis of ...