Cu-Catalyzed Allylation of Amines with Cyclopropyldiphenylsulfonium Trifluoromethanesulfonate
Cyclopropyldiphenylsulfonium salt is a famous ylide precursor that was previously extensively employed in the preparation of cyclic compounds and has been successfully utilized as an efficient allylation reagent in this work. The Cu-catalyzed reactions of cyclopropyldiphenylsulfonium trifluoromethanesulfonate with amines in the presence of an appropriate ligand provided the N-allylated products in good yields. Aliphatic/aromatic amines and primary/secondary amines were all mildly converted under the reaction conditions. This protocol was also applicable to N-functionalization of drug molecules, supplying the corresponding N-allylated compounds in satisfactory yields. The reaction showed good functional group tolerance, a wide range of substrates, and excellent chemoselectivity, which offered an interesting method for the synthesis of N-allyl amines.