Gold catalyzed [3+2] cycloaddition of N-allenyl amides with azomethine imines

Chem Commun (Camb). 2013 May 4;49(34):3552-4. doi: 10.1039/c3cc41258j.

Abstract

Gold(I) catalyzed [3+2] cycloaddition of azomethine imines with N-allenyl amides was developed to provide two types of pyrazolyl based bicyclic heterocycles. Both pyrazolidin-3-one derived and dihydroisoquinoline derived azomethine imines reacted smoothly with N-allenyl amides to give 6-methylene bipyrazolidin-1-ones and 1-methylene hexahydropyrazolo[5,1-a] isoquinolines in moderate to good yields.

MeSH terms

  • Amides / chemistry*
  • Azo Compounds / chemistry
  • Catalysis
  • Cycloaddition Reaction
  • Gold / chemistry*
  • Imines / chemistry*
  • Thiosemicarbazones / chemistry

Substances

  • Amides
  • Azo Compounds
  • Imines
  • Thiosemicarbazones
  • azomethine
  • Gold