fluorination

trifluoromethylation

fluorinated

difluoromethylation

trifluoromethylated

difluoro

fluoroalkyl

cf sub

trifluoromethylthiolation

arenes

Journal of the American Chemical Society

We report herein an unprecedented protocol for aminotrifluoromethylation of alkenes. With Cu(OTf)2 as the catalyst, the reaction of alkenes, (bpy)Zn(CF3)2, and N-fluorobis(benzenesulfonyl)imide (NFSI) at room temperature provides the corresponding aminotrifluoromethylation products in satisfactory yields with high regioselectivity opposite to those driven by CF3 radical addition. The method exhibits a broad substrate scope and wide functional group compatibility. A mechanism involving N-radical addition to alkenes followed by trifluoromethylation of alkyl radicals is proposed.

Copper-Catalyzed Radical Aminotrifluoromethylation of Alkenes