Rhodium(II)-catalyzed intramolecular formal [4 + 3] cycloadditions of dienyltriazoles: rapid access to fused 2,5-dihydroazepines

Org Biomol Chem. 2015 Jan 14;13(2):612-9. doi: 10.1039/c4ob01910e.

Abstract

Rhodium(II)-catalyzed intramolecular [4 + 3] cycloadditions of dienyltriazoles have been developed, which enable the efficient synthesis of various fused 2,5-dihydroazepines. Mechanistically, the titled reaction proceeds via an interesting tandem cyclopropanation/aza-cope rearrangement.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azepines / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Cycloaddition Reaction*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Rhodium / chemistry*
  • Triazoles / chemistry*

Substances

  • Azepines
  • Triazoles
  • Rhodium