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Synthesis 1987; 1987(3): 251-254
DOI: 10.1055/s-1987-27904
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1,5-Dicarbonyl-Verbindungen durch Michael-Addition deprotonierter Enamine und Allylamine an 2-(N-Methylanilino)-acrylnitril

Hubertus Ahlbrecht* , Manfred Dietz, Lothar Weber
  • *Fachbereich Chemie der Universität Gießen, Institut für Organische Chemie, Heinrich-Buff-Ring 58, D-6300 Gießen, West Germany
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Publication Date:
12 September 2002 (online)

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1,5-Dicarbonyl Compounds via Michael-Addition of Deprotonated Enamines and Allylamines to 2-(N-Methylanilino) acrylonitrile A new method for the synthesis of the title compounds by a onepot, three component, coupling reaction is described. Is consists of the reaction of a homoenolate anion and an enol cation equivalent with subsequent alkylation of an acyl-anion equivalent. Hence the methodology of Umpolung is used in a threefold manner within the reaction sequence.