4286-73-1Relevant academic research and scientific papers
Facile three-component synthesis of substituted quinolines catalyzed by iridium(III) complex
Nakajima, Takayuki,Inada, Takashi,Igarashi, Takeyuki,Sekioka, Tadashi,Shimizu, Isao
, p. 1941 - 1949 (2007/10/03)
A convenient and efficient synthesis of substituted quinolines via a simple one-pot reaction of an aniline, an aromatic aldehyde, and an enolizable aliphatic aldehyde in the presence of the iridium catalyst [IrCl 2H(cod)]2 under oxygen as an oxidant was developed. The reaction proceeds with Mannich-type imine formation followed by nucleophilic addition to give β-amino aldehydes. Dehydrative cyclization takes place to give dihydroquinoline, which is then dehydrogenated by aerobic oxidation to give 2-aryl-3-alkylquinolines. Dialkylquinolines were obtained by the reaction with anilines and aliphatic aldehydes in good yields.
