Borazine-CF Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation.

A fluoroform-derived borazine CF transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C-H and C-X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF transfer, and cation modification afforded a reagent with enhanced stability.