Synthesis of chiral sulfilimines by organocatalytic enantioselective sulfur alkylation of sulfenamides.

Sulfilimines are versatile synthetic intermediates and important moieties in bioactive molecules. However, their applications in drug discovery are underexplored, and efficient asymmetric synthetic methods are highly desirable. Here, we report a transition metal-free pentanidium-catalyzed sulfur alkylation of sulfenamides with exclusive chemoselectivity over nitrogen and high enantioselectivity.

α-Arylsulfonyloxyacrylates: attractive -centered electrophiles for synthesis of α-substituted acrylates Pd-catalysed Suzuki reactions.

We herein report α-arylsulfonyloxyacrylates as a kind of useful and attractive -centered electrophiles for Suzuki cross-coupling reactions. A range of α-(hetero)aryl substituted acrylates has been prepared the palladium-catalysed C-C cross-coupling reactions between potassium (hetero)aryltrifluoroborates and α-arylsulfonyloxyacrylates. Moreover, α-arylsulfonyloxyacrylate could also react with B-alkyl-9-BBN to produce α-alkyl substituted acrylates.