Synthesis 1994; 1994(6): 573-578
DOI: 10.1055/s-1994-25526
paper
© 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.

Synthesis of Alkyl- and Aryl-Substituted Pyridines from (α,β-Unsaturated) Imines or Oximes and Carbonyl Compounds

Robert J. Vijn* , Henricus J. Arts, Richard Green, Anna M. Castelijns
  • *DSM Research, Department Fine Chemical Intermediates, P.O. Box 18, 6160 MD Geleen, The Netherlands
Further Information

Publication History

Publication Date:
17 September 2002 (online)

Reaction of a variety of (α,β-unsaturated) imines or oximes with aliphatic aldehydes or cyclic ketones in the presence of a secondary amine afforded alkyl-, and/or aryl-, and/or cycloalkyl-substituted pyridines.1 To explain their formation, a hetero Diels-Alder reaction has been postulated, in which an 1-aza-1,3-butadiene reacts with an in situ generated enamine.