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Hydrohalogenation of 1- and 2-vinylindazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The electronic absorption spectra of 1-vinyl- and 2-vinylindazoles and their protonated forms were analyzed. The spectra were subjected to quantum-chemical calculation within the Pariser-Parr-Pople (PPP) π-electron approximation, and the thermodynamic parameters of the reaction of indazoles with phenol (Kas and ΔH) were calculated. It is shown that 1-vinylindazole adds hydrogen halides to the nitrogen atom or the double bond of the vinyl group, depending on the reaction temperature. The formation of hydrohalides is characteristic for 2-vinylindazole.

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 664033, Irkutsk

    L. A. Es'kova, N. N. Chipanina, N. A. Khlopenko, V. K. Voronov, V. V. Keiko, E. S. Domnina & G. G. Skvortsova

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  1. L. A. Es'kova
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  2. N. N. Chipanina
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  3. N. A. Khlopenko
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  4. V. K. Voronov
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  5. V. V. Keiko
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  6. E. S. Domnina
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  7. G. G. Skvortsova
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 952–956, July, 1982.

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Es'kova, L.A., Chipanina, N.N., Khlopenko, N.A. et al. Hydrohalogenation of 1- and 2-vinylindazoles. Chem Heterocycl Compd 18, 727–731 (1982). https://doi.org/10.1007/BF00568952

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  • DOI: https://doi.org/10.1007/BF00568952

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