Tandem synthesis of 2,3-dihydro-4-iminoquinolines via three-component alkyne-imine metathesis

J Org Chem. 2010 Oct 15;75(20):6980-2. doi: 10.1021/jo1013993.

Abstract

In the absence of any catalysts, ortho-alkynylanilines react with aldehydes and amines in HFIP to form trans-2,3-disubstituted 2,3-dihydro-4-iminoquinolines in a complete trans-selective manner via the three-component alkyne-imine metathesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Imines / chemistry*
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Stereoisomerism

Substances

  • Alkynes
  • Imines
  • Quinolines