Synthesis of N-[1-(trialkylstannyl)alkyl]amides and -amines by the displacement of benzotriazoles with trialkylstannyllithiums

Article abstract of DOI:10.1055/s-1994-25597

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 tributylstannyllithium or trimethylstannyllithium to afford N-[1-(trialkylstannyl)alkyl]amides and -amines, respectively. These compounds are important precursors of nitrogen-substituted organolithium reagents.