NOVEL ASPECTS OF THE REACTION OF 3-(BENZIMIDAZOL-2-YL)-2-IMINOCOUMARINS WITH AROMATIC ALDEHYDES

Authors

  • Н. Ю. Горобец V. N. Karazin National University, Kharkov 61070
  • В. В. Абакумов V. N. Karazin National University, Kharkov 61070
  • А. В. Борисов V. N. Karazin National University, Kharkov 61070
  • В. М. Никитченко V. N. Karazin National University, Kharkov 61070

Keywords:

7-aryl-7H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidine, 7-aryl-14H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidine, aromatic aldehyde, 3-(benzimidazol-2-yl)-2-iminocoumarin, 3-(benzimidazol-2-yl)coumarin, substituent effect, isomerization, proton transfer, equilibrium

Abstract

The reaction of 3-(benzimidazol-2-yl)-2-iminocoumarins with aromatic aldehydes has been studied. The condensation products 7-aryl-7H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidines or 3-(benz-imidazol-2-yl)coumarins are formed depending on the nature of the substituent in the starting 2-iminocoumarin and aldehyde. In DMF medium, 7-aryl-7H-benzo[4,5]imidazo[1,2-c]benzopyrano-[3,2-e]pyrimidines isomerize to the corresponding 7-aryl-14H-benzo[4,5]imidazo[1,2-c]benzopyrano-[3,2-e]pyrimidines. The effect of the substituent on the isomerization process has been studied and the reaction mechanisms are discussed.

How to Cite
Gorobets, N. Yu.; Abakumov, V. V.; Borisov, A. V.; Nikitchenko, V. M. Chem. Heterocycl. Compd. 2004, 40, 334. [Khim. Geterotsikl. Soedin. 2004, 410.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000028630.64934.8c

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Published

2004-03-25

Issue

No. 3 (2004)

Section

Original Papers