Novel and efficient one-pot tandem synthesis of 2-styryl-substituted 4(3H)-quinazolinones

J Comb Chem. 2008 Sep-Oct;10(5):700-3. doi: 10.1021/cc800067g. Epub 2008 Aug 1.

Abstract

A novel one-pot tandem synthesis of 2-styryl-4(3 H)-quinazolinones in an acidic ionic liquid is reported. In this procedure isatoic anhydride, a primary aniline or ammonium acetate, and triethylorthoacetate are reacted in the presence of imidazolium trifluoroacetate [Hmim]TFA. Subsequently an aromatic aldehyde is added to the mixture to afford the title compounds in high to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Aldehydes / chemistry
  • Aniline Compounds / chemistry
  • Hydrogen-Ion Concentration
  • Imidazoles / chemistry
  • Ionic Liquids / chemistry*
  • Models, Chemical
  • Oxazines / chemistry
  • Quinazolinones / chemical synthesis*
  • Trifluoroacetic Acid / chemistry

Substances

  • Acetates
  • Aldehydes
  • Aniline Compounds
  • Imidazoles
  • Ionic Liquids
  • Oxazines
  • Quinazolinones
  • Trifluoroacetic Acid
  • isatoic anhydride
  • aniline