Download PDF
Synthesis 1987; 1987(10): 929-931
DOI: 10.1055/s-1987-28127
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

2,4-Disubstituierte 4-Oxoalkannitrile und 3-Cyano-1,5-diketone durch Michael-Addition von Lithioacetonitrile an 2-(N-methylanilino)acrylnitril. Eine regioselektive Vierkomponentenkupplung

Hubertus Ahlbrecht* , Marcellinus Ibe
  • *Fachbereich Chemie der Universität Gießen, Institut für Organische Chemie, Heinrich-Buff-Ring 58, D-6300 Gießen, West Germany
Further Information

Publication History

Publication Date:
12 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

2,4-Disubstituted 4-Oxoalkanenitriles and 3-Cyanoalkane-1,5-diones via Michael-Addition of Lithioacetonitrile to 2-(N-Methylanilino)acrylonitrile. A Regioselective Four Component Coupling Reaction A new method for the synthesis of the title compounds by a one-pot reaction is described. It consists of the regioselective alkylation of a 1,3-dithio derivative of 3-cyanopropionaldehyde. The key intermediate is prepared by addition of lithioacetonitrile to 2-(N-methylanilino) acrylonitrile and subsequent lithiation. In a similar way, synthesis of symmetrical 3-cyanoalkane-1,5-diones is possible.