The synthesis of 2-trialkylsilylaziridines from vinyltrialkylsilanes or the reaction of α-chloro-α-silyl carbanions with imines

Abstract

Three methods have been employed in the synthesis of 2-trialkylsilylaziridines. Firstly, reacting α-chloro-α-silyl carbanions with imines. Secondly, from the corresponding vinylsilane, via addition of bromoazide to give the 1-bromo-2-azide, followed by reduction. Finally, by the addition of organoazides to vinylsilanes using thermochemical and photochemical conditions. Using these three strategies a range of substitution patterns have been achieved.