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Ring-ring tautomerism in 1,3-alkanoylhydrazonoximes of acetylacetone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The coexistence in solution of tautomeric isoxazoline and pyrazoline forms of 1,3-alkanoylhydrazonoximes of acetylacetone has been detected and investigated by1H and13C NMR spectroscopic methods. The compounds indicated eliminate hydroxylamine under the action of acid catalysts, forming 1-acyl-3,5-dimethylpyrazoles.

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References

  1. R. E. Valters,Ring-Chain Isomerism in Organic Chemistry [in Russian], Zinatne, Riga (1978).

    Google Scholar 

  2. R. E. Valters and W. Flitsch,Ring-Chain Tautomerism, Plenum Press, New York (1985).

    Google Scholar 

  3. R. Escale, F. Petrus, and J. Verducci,Bull. Soc. Chim. France, No. 3-4, 725, (1974).

    Google Scholar 

  4. N. A. Parpiev, V. G. Yusupov, S. I. Yakimovich, and Kh. T. Sharipov,Acylhydrazones and Their Complexes with Transition Metals [in Russian], FAN, Tashkent (1988).

    Google Scholar 

  5. V. G. Yusupov, S. I. Yakimovich, S. D. Nasirdinov, and N. A. Parpiev,Zh. Org. Khim.,16, 415 (1980).

    CAS  Google Scholar 

  6. K. N. Zelenin, A. Yu. Ershov, M. Yu. Malov, and S. I. Yakimovich,Dokl. Akad. Nauk SSSR,289 1132 (1986).

    CAS  Google Scholar 

  7. K. N. Zelenin, A. Yu. Ershov, I. P. Bezhan, V. A. Khrustalev, and S. I. Yakimovich,Khim. Geterotsikl. Soedin., No. 6, 855 (1985).

    Google Scholar 

  8. K. N. Zelenin, M. Yu. Malov, A. Yu. Ershov, P. B. Terent'ev, A. G. Kalandarishvili, S. I. Yakimovich, V. I. Kadantsev, and N. N. Kolotyrkina,Khim. Geterotsikl. Soedin., No. 7, 927 (1989).

    Google Scholar 

  9. A. Yu. Ershov,Zh. Org. Khim.,31, 1057 (1995).

    CAS  Google Scholar 

  10. A. Yu. Ershov, V. A. Gindin, and A. V. Gribanov,Zh. Org. Khim.,33, 438 (1997).

    Google Scholar 

  11. A. Yu. Ershov, S. I. Yakimovich, K. N. Zelenin, and I. V. Zerova,Zh. Org. Khim.,24, 2287 (1988).

    CAS  Google Scholar 

  12. A. Yu. Ershov, A. V. Gribanov, and V. A. Gindin,Zh. Org. Khim.,33, 1569 (1997).

    Google Scholar 

  13. A. Yu. Ershov and N. V. Koshmina,Zh. Org. Khim.,34, 953 (1998).

    Google Scholar 

  14. K. N. Zelenin, V. V. Alekseev, I. P. Bezhan, A. Yu. Ershov, V. A. Khrustalev, and S. I. Yakimovich,Khim. Geterotsikl. Soedin., No. 7, 1001 (1985).

    Google Scholar 

  15. A. Yu. Ershov, A. V. Gribanov, V. A. Gindin and A. I. Kol'tsov,Zh. Org. Khim. 31, 1054 (1995).

    CAS  Google Scholar 

  16. J. Elguero, R. Jacquier, and H. C. N. Tien Duc,Bull. Soc. Chim. France, No. 12, 3727 (1966).

    Google Scholar 

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Authors
  1. A. Yu. Ershov
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  2. A. V. Dobrodumov
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Additional information

Institute of High Molecular Compounds, Russian Academy of Sciences, St. Petersburg 199004, Russia

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 825–829, June, 2000.

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Ershov, A.Y., Dobrodumov, A.V. Ring-ring tautomerism in 1,3-alkanoylhydrazonoximes of acetylacetone. Chem Heterocycl Compd 36, 722–727 (2000). https://doi.org/10.1007/BF02297682

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  • DOI: https://doi.org/10.1007/BF02297682

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