Superacidic Activation of α, β??Unsaturated Amides and Their Electrophilic Reactions

…, S Walspurger, J Sommer

Index: Koltunov, Konstantin Yu.; Walspurger, Stephane; Sommer, Jean European Journal of Organic Chemistry, 2004 , # 19 p. 4039 - 4047

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Citation Number: 37

Abstract

Abstract The electrophilic reactivity of α, β-unsaturated amides towards weak nucleophiles such as arenes and cyclohexane, initiated either with triflic acid (CF 3 SO 3 H) or with excess AlCl 3, has been studied. The amides generally condense readily with aromatics in the presence of AlCl 3 to give 3-arylpropionamides and related compounds in excellent yields, while some amides also undergo selective ionic hydrogenation with cyclohexane to give ...

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