N?Silyloxaziridines: Synthesis and Use for Electrophilic Amination

摘要

N-Silyloxaziridines were synthesized for the firstntime. Their tert-butyldiphenylsilyl (TBDPS) derivatives were stablenreagents that were prepared on a multigram scale in three steps andnin 44% overall yield from the corresponding benzylamines. Theynwere mild electrophilic aminating reagents that reacted at roomntemperature with diversely substituted primary and secondarynamines to produce N-monoalkyl or N,N-dialkyl benzaldehydenhydrazones in 44−87% yield.