New synthesis of 1-substituted-1H-indazoles via 1,3-dipolar cycloaddition of in situ generated nitrile imines and benzyne

Org Lett. 2010 Aug 6;12(15):3368-71. doi: 10.1021/ol101150t.

Abstract

A new synthesis of 1-substituted-1H-indazoles via 1,3-dipolar cycloaddition of nitrile imines to benzyne is described. The reaction is completed within 5 min, affording the corresponding N(1)-C(3) disubstituted indazoles in moderate to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemistry*
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Imines / chemistry*
  • Indazoles / chemical synthesis*
  • Indazoles / chemistry
  • Molecular Structure
  • Nitriles / chemistry*

Substances

  • Benzene Derivatives
  • Imines
  • Indazoles
  • Nitriles
  • benzyne