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.
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N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 483–496, April, 1997.
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Krasnaya, Z.A., Burova, S.A., Bogdanov, V.S. et al. Synthesis of δ-hetaryl-α,α-dicarbonylalkadienes and a study of their isomerization. Chem Heterocycl Compd 33, 410–422 (1997). https://doi.org/10.1007/BF02321384
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DOI: https://doi.org/10.1007/BF02321384