1079284-22-2Relevant academic research and scientific papers
2-Aryl-4-azido-3-(bromo/iodo)quinolines as substrates for the synthesis of primary 4-amino-2,3-disubstituted quinoline derivatives
Mphahlele, Malose J.,Mtshemla, Vathiswa
experimental part, p. 1343 - 1350 (2009/04/07)
(Chemical Equation Presented) Staudinger reaction of the 2-aryl-4-azido-3-bromoquinolines and 2-aryl-4-azido-3-iodoquinolines with triphenyl phosphine in refluxing tetrahydrofuran afforded series of 2-aryl-3-halogeno-4-(triphenylphosphoranylideneamino)quinolines. The latter were, in tum, hydrolyzed to the corresponding primary 4-amino-2-aryl-3-(bromo/ iodo)quinolines using 80% acetic acid under reflux. Tetrakis(triphenylphosphine) palladium(0)-catalyzed Suzuki reaction of the 2-aryl-3-iodo-4- (triphenylphosphoranylideneamino)quinolines with phenylboronic acid in dimethyl formamide in the presence of 2 M K2CO3 followed by hydrolysis of the incipient 2,3-diaryl-4-(triphenylphosphoranylideneamino) quinolines with 80% acetic acid afforded the 4-amino-2,3-diarylquinolines.
