Substitution Reactions of Ketimine N,S-Acetals

Article abstract of DOI:10.1002/ardp.19843170505

Organolithium compounds 2 derived from diphenylketimine N,S-acetals of type 1 are shown to react with benzaldehyde or benzophenone at the acetal carbon yielding secondary and tertiary alcohols of type 3.Analogously, treatment of 2 with methyl iodide affords 4, whereas benzyl chloride attacks the diphenylmethylene carbon to form 5.Acid-catalysed hydrolysed hydrolysis of 5 yields the hitherto unknown 1,1,2-triphenylethylamine (6)