197309-91-4Relevant academic research and scientific papers
Reactivity of N-phenyl silylated ketenimines with electrophilic reagents
Fromont, Christophe,Masson, Serge
, p. 5405 - 5418 (2007/10/03)
We report the reactivity of new Cβ silylated ketenimines (4, 5, 6) and lithiated-silylated ketenimine 3 [easily generated from lithiated S-methyl- N-phenyl-trimethylsilylethanimidothioate 2] toward electrophilic reagents. Reactions of these ketenimines with strong electrophilic reagents such as sulfanyl chloride (PhSCl) gave access to new sulfanylated ketenimines. With less reactive species [benzenesulfinyl chloride (PhS(O)Cl), p-toluenesulfonyl chloride, trimethylhalosilanes, diisopropyl chlorophosphate, acetyl chloride and propylene oxide] and 3, the addition took place either on Cβ or on the nitrogen atom leading to relatively unstable functionalised ketenimines or new silylated ynamines respectively.
Nucleophilic and electrophilic additions to silylated ketenimines generated from imidothioesters
Fromont, Christophe,Masson, Serge
, p. 397 - 398 (2007/10/03)
The reactivity of stable silylated N-phenyl ketenimines towards some nucleophilic (organometallics, alcohols, thiols) and electrophilic reagents (PhSCl) were studied. Imino-coumarines (via tandem nucleophilic-electrophilic additions with Peterson olefination) and new phenylthio-and silyl-substituted ketenimines have been prepared.
