Di-t-butyl ketone imine

Barton and his group have prepared the interesting new di-t-butyl thio-ketone (7) in high yield by reaction of carbon disulphide with the lithium salt of the corresponding ketone imine. Independently, Ohno and his co-workers have published an analogous synthesis of this non-enethiolizable thioketone (7). Aliphatic thiones and, possibly, enethiols have been obtained by reaction of arylimines with benzoic anhydride and a stream of hydrogen sulphide. Treatment of a vinyl chloride with sodium monosulphide led to the isolation of thio-dimedone (8 R = H), which has an enethiol ketone structure. Basic hydrolysis... 

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