One-pot synthesis of 4-arylquinolines from aromatic aminoketones and vinylphosphonium salts

Mol Divers. 2010 Aug;14(3):569-74. doi: 10.1007/s11030-009-9188-y. Epub 2009 Aug 13.

Abstract

The addition of acetylenic esters to aromatic amines such as 2-amino benzophenone derivatives in the presence of triphenylphosphine leads to highly functionalized phosphoranes, which undergo an intramolecular Wittig reaction following oxidation to produce quinoline derivatives.

MeSH terms

  • Amines / chemical synthesis
  • Amines / chemistry
  • Chemistry, Organic / methods*
  • Hydrocarbons, Aromatic / chemistry*
  • Ketones / chemistry*
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Salts / chemistry*
  • Vinyl Compounds / chemistry*

Substances

  • Amines
  • Hydrocarbons, Aromatic
  • Ketones
  • Quinolines
  • Salts
  • Vinyl Compounds