Generations and Reactions of N-(t-Butylsulfonyl)aziridinyllithiums Using Microreactors

N-tert-Butylsulfonyl(Bus)-α-phenylaziridinyllithium was effectively generated by the reaction of N-Bus-2-phenylaziridine with n-BuLi in a microflow system at -28 °C, although much lower temperatures such as —78 °C are needed for batch reactors. Subsequent reactions with various electrophiles gave the corresponding α-substituted N-Bus-2-phenylaziridines. Deprotonation of N-Bus-aziridine with s-BuLi was also achieved by using a microflow system at —78 °C, and the reaction of the resulting N-Bus-aziridinyllithium with electrophiles gave the substituted N-Bus-aziridines.

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