• Home
  • Publications
  • Difluoromethyl nitril oxide (CF2HCNO): overseen chemical reagent

Difluoromethyl nitril oxide (CF2HCNO): overseen chemical reagent

Eur. J. Org. Chem. 2017, 27, 3935-3940

DOI: 10.1002/ejoc.201700764

Khutoryanskiy A.; Chalyk B.; Borysko P.; Kondratiuk A.; Mykhailiuk P.

A novel chemical reagent – difluoromethyl nitrile oxide, CF2HCNO – was generated in situ for the first time. The synthesis commenced with ethyl difluoroacetate and included only two chemical steps. The difluoromethyl nitrile oxide smoothly participated in [3+2]‐cycloaddition reactions with alkynes and enamines to give CF2H‐isoxazoles; these products are promising cores for agrochemistry. A representative CHF2‐isoxazole was incorporated into the known fungicide Fluxapyroxad (BASF), and the synthesized analogue showed higher antifungal activity than the parent fungicide.