HETERO-DIELS–ALDER REACTION OF N-CYANOANILINE AND PYRIDINIUM CYANO(ETHOXYCARBONYL)METHYLIDE WITH AROYLKETENES GENERATED <i>in situ</i> IN THERMOLYSIS OF 6-ARYL-2,2-DIMETHYL-1,3-DIOXIN-4-ONES

Authors

  • Д. Д. Некрасов Institute of Technical Chemistry, Urals Branch of the Russian Academy of Sciences, Perm 614990
  • А. С. Обухова Institute of Technical Chemistry, Urals Branch of the Russian Academy of Sciences, Perm 614990

DOI:

https://doi.org/10.1007/7989

Keywords:

6-aryl-2, 2-dimethyl-1, 3-dioxin-4-ones, aroylketenes, 4-hydroxybenzonitrile, N-cyanoaniline, pyridinium cyano(ethoxycarbonyl)methylide, aroylacylation, biological activity, [4 2] cycloaddition

Abstract

We have used thermolysis of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones in the presence of N-cyanoaniline, pyridinium  cyano(ethoxycarbonyl)methylide, and 4-hydroxybenzonitrile to obtain the corresponding 6-aryl-2-phenylamino-1,3-oxazin-4-ones, pyridinium ethoxycarbonyl(4-oxo-6-aryl-4H-1,3-oxazin-2-yl)methylides, and p-cyanophenyl esters of  3-aryl-3-oxopropanoic acids. We present the results of a
preliminary investigation of the biological activity of these compounds.

How to Cite
Nekrasov, D. D.; Obukhova, A. S.  Chem. Heterocycl. Compd. 2006, 42, 671. [Khim. Geterotsikl. Soedin. 2006, 764.]

For this article in the English edition, see DOI 10.1007/s10593-006-0144-9

 

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Published

2023-08-22

Issue

No. 5 (2006)

Section

Original Papers