1. ChemInform Abstract: Reactivity of N-Phenyl Silylated Ketenimines with Electrophilic Reagents
- Author
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Serge Masson and Christophe Fromont
- Subjects
General Medicine ,Medicinal chemistry ,Chloride ,Ketenimine ,chemistry.chemical_compound ,chemistry ,Sulfanyl ,Acetyl chloride ,Reagent ,Electrophile ,medicine ,Reactivity (chemistry) ,Propylene oxide ,medicine.drug - Abstract
We report the reactivity of new Cβ silylated ketenimines (4, 5, 6) and lithiated-silylated ketenimine 3 leasily 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.
- Published
- 2010
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