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Keywords:

  • difluorocabenes;
  • difluoromethylation;
  • electrophilicity;
  • fluorine;
  • regioselectivity
Thumbnail image of graphical abstract

Bromodifluoromethylation reagents 1 can be used during electrophilic difluoromethylation for sp3 carbon nucleophiles mediated by organic bases. Allylic difluoromethylation of dicyanoalkylidens proceeds nicely by 1 in the presence of P1 base to give CF2H instead of CF2Br products in high to excellent yields. A wide range of β-ketoesters are also efficiently reacted with 1, mediated by DBU to provide C[BOND]CF2H compounds as major products with a small amount of O[BOND]CF2H products in high to excellent yields.