Generation of C(2)F(5)CHN(2) in situ and its first reaction: [3+2] cycloaddition with alkenes

Chemistry. 2014 Apr 22;20(17):4942-7. doi: 10.1002/chem.201304840. Epub 2014 Apr 2.

Abstract

The novel chemical reagent, C2 F5 CHN2 , is generated in situ from C2 F5 CH2 NH2 ⋅HCl and sodium nitrite. It reacts with mono- and disubstituted electron-deficient alkenes at room temperature to afford C2 F5 -pyrazolines in excellent yields.

Keywords: cycloaddition; diazo compounds; fluorine; in situ generation; pyrazolines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis
  • Alkenes / chemistry*
  • Cycloaddition Reaction
  • Fluorine / chemistry*
  • Halogenation
  • Indicators and Reagents
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry

Substances

  • Alkenes
  • Indicators and Reagents
  • Pyrazoles
  • Fluorine