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Reaction of indazole and alkylpyrazoles with acetylene

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of indazole and pyrazole and its alkyl-substituted derivatives with acetylene was studied. It was established that indazole and 3(5)-methylpyrazole form a mixture of vinyl isomers corresponding to their tautomeric forms under vinylation conditions. The ratios of the isomers of vinylindazoles in the reaction mixtures depend on the nature of the catalyst. The indazole isomers were separated by gas-liquid chromatography, and the 3(5)-methylpyrazole isomers were separated by vacuum fractionation. 1-Di(1-pyrazolyl)ethanes, the structure of which was confirmed by their PMR spectra, are also formed in the vinylation of pyrazoles.

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR, USSR

    G. G. Skvortsova, E. S. Domnina, L. A. Shestova, V. K. Voronov & V. V. Keiko

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  1. G. G. Skvortsova
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  2. E. S. Domnina
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  3. L. A. Shestova
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  4. V. K. Voronov
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  5. V. V. Keiko
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1247–1251, September, 1976.

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Skvortsova, G.G., Domnina, E.S., Shestova, L.A. et al. Reaction of indazole and alkylpyrazoles with acetylene. Chem Heterocycl Compd 12, 1033–1037 (1976). https://doi.org/10.1007/BF00480401

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  • DOI: https://doi.org/10.1007/BF00480401

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