Synthesis of 3??Phenyl??4??piperidones from Acetophenone by Shapiro and Aza??Michael Reactions and Their Further Derivatization

…, C Hoenke, J Christoffers

Index: Rosiak, Anna; Hoenke, Christoph; Christoffers, Jens European Journal of Organic Chemistry, 2007 , # 26 p. 4376 - 4382

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Citation Number: 14

Abstract

Abstract The Shapiro reaction of acetophenone is the key in a convenient three-step access to a divinyl ketone which is further transformed by double aza-Michael reactions with primary amines into N-substituted 3-phenyl-4-piperidones. In the case of N-benzyl and N-allyl derivatives, the piperidine nitrogen atom can be deprotected and further functionalized, for example, by carboxamide, carbamate, or urea formation.(© Wiley-VCH Verlag GmbH & ...

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