Rh(III)-catalyzed oxidative coupling of 1,2-disubstituted arylhydrazines and olefins: a new strategy for 2,3-dihydro-1H-indazoles

Org Lett. 2014 May 2;16(9):2494-7. doi: 10.1021/ol500865j. Epub 2014 Apr 22.

Abstract

A rhodium(III)-catalyzed oxidative olefination of 1,2-disubstituted arylhydrazines with alkenes via sp(2) C-H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construction of highly substituted 2,3-dihydro-1H-indazole scaffolds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Hydrazines / chemistry*
  • Indazoles / chemical synthesis*
  • Indazoles / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Oxidative Coupling
  • Rhodium / chemistry*

Substances

  • Alkenes
  • Hydrazines
  • Indazoles
  • Rhodium