Copper-catalyzed aerobic cascade cycloamination and acyloxylation: a direct approach to 4-acyloxy-1H-pyrazoles

Org Biomol Chem. 2015 Apr 28;13(16):4642-6. doi: 10.1039/c5ob00409h.

Abstract

A novel direct transformation of hydrazones to acyloxylated pyrazoles by copper-catalyzed regioselective olefinic C(sp(2))-H bond cycloamination and acyloxylation was performed under mild conditions, which combines the formation of the pyrazole skeleton and installation of an acyloxyl group in a single step, using facile carboxylic acids as the acyloxylation reagents.

MeSH terms

  • Carboxylic Acids / chemistry
  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Drug Design
  • Hydrazines / chemistry
  • Hydrazones / chemistry*
  • Hydrogen Bonding
  • Ligands
  • Metals / chemistry
  • Models, Chemical
  • Molecular Structure
  • Organic Chemicals / chemistry
  • Pyrazoles / chemistry*

Substances

  • Carboxylic Acids
  • Hydrazines
  • Hydrazones
  • Ligands
  • Metals
  • Organic Chemicals
  • Pyrazoles
  • hydrazine
  • Copper