Catalyst-Free and Selective Ring Openings of N-Tosylaziridines: Good Approaches to beta-Amino Sulfones, beta-Bis(amino)thioethers, 1,2-Azide Amines and 1,2-Diamines

Four kinds of catalyst-free and highly selective C-N bond functionalizations have been achieved through ring openings of N-tosylaziridines with sodium sulfonates, sodium sulfide, sodium azide and amines, respectively. DMF was found to be a highly efficient solvent to afford the corresponding beta-amino sulfones, beta-bis(amino)thioethers, 1,2-azide amines and 1,2-diamines in the absence of any catalyst with good to excellent yields and good regioselectivity.