4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

Chem Commun (Camb). 2014 Aug 25;50(66):9376-8. doi: 10.1039/c4cc03816a.

Abstract

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bridged Bicyclo Compounds / chemistry*
  • Cycloaddition Reaction*
  • Halogens / chemistry*
  • Proton Magnetic Resonance Spectroscopy

Substances

  • Bridged Bicyclo Compounds
  • Halogens
  • bicyclo(6.1.0)nonyne