De novo synthesis of multisubstituted aryl amines using alkene cross metathesis

Org Lett. 2014 Apr 4;16(7):1920-3. doi: 10.1021/ol500441q. Epub 2014 Mar 19.

Abstract

The olefin cross-metathesis reaction allows rapid access to 1,5-dicarbonyl intermediates which, upon treatment with a primary or secondary amine, allow the synthesis of a range of multisubstituted carbocyclic aryl amines. This de novo arene synthesis yields nonclassical substitution patterns in a regioselective and predictable approach that is compatible with several functional groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Catalysis
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkenes
  • Amines