One-pot synthesis of 2-imidazolines via the ring expansion of imidoyl chlorides with aziridines

J Org Chem. 2011 Apr 15;76(8):2913-9. doi: 10.1021/jo200101q. Epub 2011 Mar 14.

Abstract

We herein report a simple and convenient one-pot synthesis of highly substituted 2-imidazolines in a regiocontrolled and stereospecific matter through the ring expansion reaction of an imidoyl chloride with an aziridine, analogous to the Heine reaction.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Aziridines / chemistry*
  • Biological Products / chemical synthesis*
  • Catalysis
  • Chlorides / chemistry
  • Ethers / chemistry
  • Imidazolines / chemical synthesis*
  • Imides / chemistry
  • Stereoisomerism

Substances

  • Aziridines
  • Biological Products
  • Chlorides
  • Ethers
  • Imidazolines
  • Imides
  • aziridine