Recyclization of 2-(3,6-diaryl-2,5-dihydropyridazin-4-yl)-1H-benzimidazoles to 2-[(3,5-diarylpyrazol-4-yl)methyl]-1H-benzimidazoles |
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Authors: | I. B. Dzvinchuk A. N. Chernega M. O. Lozinskii A. A. Tolmachev |
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Affiliation: | (1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, 02094, Ukraine;(2) Enamine Ltd., Kiev, 02042, Ukraine |
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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-benzimidazoles. 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. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 853–861, June, 2008. |
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Keywords: | benzimidazoles pyrazoles pyridazines recyclization |
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