Selective Michael additions of primary and secondary amines to perfluoroalkylated sulfoxides and sulfones as a tool for fluorous tagging

Vinyl tridecafluorohexyl sulfoxide 1 and sulfone 2 are shown to be highly reactive towards Michael addition with a broad range of secondary and primary amines. Full selectivity for monofunctionalization of primary amines can be achieved by a proper choice of reagent 1 or 2 depending on amine basicity.