Silylamines in organic synthesis: preparation and some reactions of N,C-dilithiosilylamines

Article abstract of DOI:10.1016/S0022-328X(00)99805-X

The dimetallation of some olefinic and aromatic N-trimethylsilylamines has been examined.Treatment with a two molar proportion of n-butyllithium gives organodimetallic reagents, which react with trimethylchlorosilane to give N,N,C-tris(trimethylsilyl)amines in 45 to 65percent yields.The dianonic reagent obtained from (trimethylsilyl)(allyl)amine reacts with benzoyl chloride, N,N-dimethylformamide, ethyl-2-furylcarboxylate, and benzil to give substituted pyrroles and pyridines.