Synthesis of δ-hetaryl-α,α-dicarbonylalkadienes and a study of their isomerization

Authors

  • Ж. А. Красная N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • C. А. Бурова N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • B. C. Богданов N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Ю. В. Смирнова N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow

Abstract

The reaction of β-hetarylacrolein and β-hetaryl-α-methylacroleins with esters of acetoacetic and malonic acids was studied. The structures of the products obtained were established using1H and13C NMR and UV spectroscopy. (E) and (Z) isomers of α,α-dicarbonylalkadienes, their mixtures with the corresponding 2H-pyrans or exclusively 2H-pyrans are formed depending on the substitution in the starting aldehyde and the ester used. 6-Methyl- and 3,6-dimethyl-5-carbalkoxy-2-(2-pyridyl)pyrans are converted upon heating to substituted 2-(pyrilidene)pyrans.

How to Cite
Krasnaya, Z. A.; Burova, S. A.; Bogdanov, V. S.; Smirnova, Yu. V. Chem. Heterocycl. Compd. 1997, 33, 410. [Khim. Geterotsikl. Soedin. 1997, 483.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02321384

Published

2025-10-22

Issue

Section

Original Papers