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Alkenylation by 5-hexen-2-one oxime: Prototropic isomerization under trofimov reaction conditions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

From 5-hexene-2-one oxime (I) and acetylene in KOH/DMSO, 2-methyl-3-(2-propenyl)pyrrole (II), E- and Z-2-methyl-3-(1-propenyl)pyrroles (III), and E- and Z-1-vinyl-2-methyl-3-(1-propenyl)pyrroles (V) were synthesized. The isomerization of the alkenyl radical of pyrroles II was studied.

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Literature cited

  1. A. Gossauer,Die Chemie der Pyrrole, Springer Verlag, Heidelberg-Berlin-New York (1974), p. 433.

    Google Scholar 

  2. R. A. Jones and G. P. Been,The Chemistry of Pyrroles, Academic Press, London-New York-San Francisco (1977), p. 525.

    Google Scholar 

  3. A. I. Mikhaleva, M. V. Sigalov, and G. A. Kalabin,Tetrahedron Lett., No. 23, 5066 (1982).

    Google Scholar 

  4. B. A. Trofimov and A. I. Mikhaleva,N-Vinylpyrroles [in Russian], Nauka, Novosibirsk (1984), p. 262.

    Google Scholar 

  5. S. Bank, C. A. Rowe, and A. Schriesheim,J. Am. Chem. Soc.,85, No. 14, 2115 (1963).

    Google Scholar 

  6. A. M. Vasil'tsov, B. A. Trofimov, and S. V. Amosova,Izv. Akad. Nauk SSSR, Ser. Khim., 1792 (1987).

  7. A. Gordon and R. Ford,Chemist's Companion [Russian translation], Mir, Moscow (1976).

    Google Scholar 

  8. E. T. Denisov,Kinetics of Homogeneous Chemical Reactions [in Russian], Vysshaya Shkola, Moscow (1978).

    Google Scholar 

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Authors and Affiliations

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

    A. M. Vasil'tsov, A. I. Mikhaleva, R. N. Nesterenko & M. V. Sigalov

Authors
  1. A. M. Vasil'tsov
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  2. A. I. Mikhaleva
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  3. R. N. Nesterenko
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  4. M. V. Sigalov
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 477–480, April, 1992.

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Vasil'tsov, A.M., Mikhaleva, A.I., Nesterenko, R.N. et al. Alkenylation by 5-hexen-2-one oxime: Prototropic isomerization under trofimov reaction conditions. Chem Heterocycl Compd 28, 400–402 (1992). https://doi.org/10.1007/BF00766996

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  • DOI: https://doi.org/10.1007/BF00766996

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