Tetrahedron letters

Unexpected Elimination to α, β-Alkynylketones in the Reaction of Dianions of 1-Arylenaminones with Trimethylchlorosilane

…, C Cimarelli, G Palmieri, M Bosco, R Dalpozzo

Index: Bartoli, Giuseppe; Cimarelli, Cristina; Palmieri, Gianni; Bosco, Marcella; Dalpozzo, Renato Tetrahedron Letters, 1991 , vol. 32, # 48 p. 7091 - 7092

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Citation Number: 10

Abstract

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.

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