RECYCLIZATION OF 2-(3,6-DIARYL-2,5-DIHYDROPYRIDAZIN-4-YL)-1H-BENZIMIDAZOLES TO 2-[(3,5-DIARYLPYRAZOL-4-YL)METHYL]-1H-BENZIMIDAZOLES

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • А. Н. Чернега Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • А. А. Толмачов Enamine Ltd., Kiev 02042

DOI:

https://doi.org/10.1007/7090

Keywords:

benzimidazoles, pyrazoles, pyridazines, recyclization

Abstract

2-(3,6-Diaryl-2,5-dihydropyridazin-4-yl)-1H-benzimidazoles undergo  a previously unknown type of recyclization of the pyridazine ring  to  a pyrazole  to give 2-[(3,5-diarylpyrazol-4-yl)methyl]-1H-benz-imidazoles. It is suggested that the mechanism  of this conversion, which includes formation of  a secondary enhydrazine group in the diazine ring and its subsequent contraction, occurs after the intramolecular formation and opening of a cyclopropane ring.

How to Cite
Dzvinchuk, I. B.; Chernega, A. N.; Lozinskii, M. O.; Tolmachev, A. A.  Chem. Heterocycl. Compd. 2008, 44, 682. [Khim. Geterotsikl. Soedin. 2008, 853.]

For this article in the English edition see DOI 10.1007/s10593-008-0108-3


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Published

2022-09-29

Issue

No. 6 (2008)

Section

Original Papers