Oxaziridine-mediated amination of primary amines: scope and application to a one-pot pyrazole synthesis

Org Lett. 2005 Feb 17;7(4):713-6. doi: 10.1021/ol0474507.

Abstract

Electrophilic amination of primary aliphatic and aromatic amines is reported using a diethylketomalonate-derived oxaziridine to afford the corresponding N-Boc hydrazines in good to excellent yields. The method allows a one-pot synthesis of pyrazoles from primary amines. [Reaction: see text]

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemical synthesis*
  • Amines / chemistry
  • Aziridines / chemistry*
  • Hydrazines
  • Models, Molecular
  • Pyrazoles / chemical synthesis*
  • Solvents

Substances

  • Amines
  • Aziridines
  • Hydrazines
  • Pyrazoles
  • Solvents