72195-26-7Relevant academic research and scientific papers
Reductive coupling reactions of 2-nitrochalcones and their β-hydroxy-analogues: New syntheses of 2-arylquinoline and 2-aryl-4-hydroxyquinoline derivatives
Barros, Ana I.R.N.A.,Dias, Andre F. R.,Silva, Artur M. S.
, p. 585 - 594 (2007)
A one-pot synthesis of novel 2-arylquinolines and 2-aryl-4- hydroxyquinolines was developed from the intramolecular reductive coupling reactions of 2-nitrochalcones and 3-hydroxy-1-phenyl-3-(2-nitrophenyl)-2-propen- 1-ones. Depending on the reduction method and on the presence of electron donating substituents on the A ring of 2-nitrochalcones one can modulate the formation of 2-arylquinolines, their N-oxides, and of 2-aminochalcones. The reduction of 3-hydroxy-1-(2-hydroxyphenyl)-3-(2-nitrophenyl)-2-propen-1-ones with stannous chloride in hydrochloric acid gave 2′-aminoflavones and with ammonium formate and Pd/C yielded 2-(2-hydroxyaryl)-4-hydroxyquinolines. Springer-Verlag 2007.
One-pot synthesis of 2-(2-hydroxyaryl)quinolines: Reductive coupling reactions of 2′-hydroxy-2-nitrochalcones
Barros, Ana I. R. N. A.,Silva, Artur M. S.
, p. 5893 - 5896 (2007/10/03)
A one-pot synthesis of novel 2-(2-hydroxyaryl)quinolines have been developed from the intramolecular reductive coupling reactions of 2′-hydroxy-2-nitrochalcones, induced by stannous chloride in acidic medium (HCl/AcOH). In some cases these transformations can be performed with ammonium formate/Pd-C in methanol.
