24641-27-8Relevant academic research and scientific papers
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 (2003)
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.
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 (2008/02/03)
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.
Condensation of phenols and their derivatives with aromatic compounds in the presence of acidic agents. III. Condensation of quinoline and its chlorine derivatives with resorcinol
Repinskaya, I. B.,Makarova, Z. S.,Koptyug, V. A.
, p. 1092 - 1096 (2007/10/02)
4-Chloroquinoline and 2-chloroquinoline condense with resorcinol in the presence of aluminum chloride to form 4- and 2-(2,4-dihydroxyphenyl)quinolines but, unlike 4-chloro-1-naphthol, do not enter into reaction with benzene.This shows that the singly char
