Abstract Alkynylketones were obtained in good yield from reaction of 3-(N-isopropylamino)-1- arylbut-2-en-1-ones with chlorotrimethylsilane. On the other hand, t- butyldimethylchlorosilane leads to γ-silylated enaminones. Compounds arising from silicon attack at the oxigen atom are never observed. Evidence of the mechanistic pathway of the reaction are reported.