Studies on Organometallic Compounds. I. Insertion Reaction of Diketene into N-Si Bond of Silylated Amides

Abstract

Insertion of diketene into the N-Si bond of silylated secondary amides (Ia-d) followed by hydrolysis afforded N-acetoacetyl derivatives (IVa-d) of the corresponding amides in good yields, respectively. In the reaction with silylated primary amides (Va-c), insertion of diketene into the N-Si bond with subsequent reaction of another mole of diketene resulted in the formation of the corresponding 4-pyrone derivatives (VIa-c), respectively.