SYNTHESIS OF N-[1-(TRIALKYLSTANNYL)ALKYL]AMIDES AND AMINES BY THE DISPLACEMENT OF BENZOTRIAZOLES WITH TRIALKYLSTANNYLLITHIUMS

Condensation of benzotriazole, an aldehyde, and either an amine or amide using the method of Katritzky gave N-[1-benzotriazol-1-yl)alkyl]amides and -amines, which were treated with tributyl,stannyllithium or trimethylstannyllithium to afford N-[1-(trialkyl-stannyl)alkyl]amides and -amines, respectively. These compounds are important precursors of nitrogen-substituted organolithium reagents.