Chinese Journal of Chemistry

Highly Efficient Syntheses of β??Cyanoketones via Conjugate Addition of Me3SiCN to Aromatic Enones

J Yang, F Chen

Index: Yang, Jingya; Chen, Fuxue Chinese Journal of Chemistry, 2010 , vol. 28, # 6 p. 981 - 987

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Citation Number: 11

Abstract

Abstract An efficient 1, 4-addition of Me 3 SiCN to aromatic enones has been achieved with excellent yields (91%–99%) using CsF (1 mol%) as the catalyst and H 2 O (4 equiv.) as the additive in refluxing dioxane within 7 h. The perfect regioselectivity is proposed accounting from H 2 O-facilitated reversion of the 1, 2-adduct in the presence of CsF and subsequent irreversible 1, 4-addition reaction.