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The simplest phenylnitrones and their conversion into isoxazolidine derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reactions of N-phenylhydroxylamine with the simplest alkanals leads initially to the formation of N-phenylnitrones, dimerization of which gives 5-substituted isoxazolidine. Taking the reactions of N-phenylnitrones, benzaldehyde, and acetone as an example, the possibility of a crossover reaction has been established.

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Literature Cited

  1. E. Breuer, in: S. Patai (ed.), The Chemistry of Amino-, Nitroso-, and Nitrocompounds and Their Derivatives, Vol. 1, Interscience, Chichester/New York (1982), p. 500.

    Google Scholar 

  2. B. Princ and O. Exner, Coll. Czech. Chem. Commun., 44, No. 7, 2221–9 (1979).

    Google Scholar 

  3. H. G. Aurich, J. Engel, and M. Schmidt, Chem. Ber., 119, 18 (1986).

    Google Scholar 

  4. E. Bamberger and L. Rudolf, Ber., 40, 2236 (1907).

    Google Scholar 

  5. R. Foster, J. Iboll, and R. Nash, J. Chem. Soc., Chem. Commun., No. 22, 1414 (1968).

    Google Scholar 

  6. R. A. Reamer, M. Sletzinger, and I. Shinkai, Tetrahedron Lett., 21, 3447 (1980).

    Google Scholar 

  7. K. N. Zelenin, I. A. Motorina, L. A. Sviridova, I. P. Bezhan, A. Yu. Ershov, G. A. Golubeva, and Yu. G. Bundel', Khim. Geterotsikl. Soedin., No. 9, 1270 (1987).

    Google Scholar 

  8. W. Kliegel, Tetrahedron Lett., 31, 2627 (1969).

    Google Scholar 

  9. J. P. Freeman, Chem. Rev., 83, 241 (1983).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 838–841, June, 1988.

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Zelenin, K.N., Bezhan, I.P. & Ershov, A.Y. The simplest phenylnitrones and their conversion into isoxazolidine derivatives. Chem Heterocycl Compd 24, 688–691 (1988). https://doi.org/10.1007/BF00475609

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  • DOI: https://doi.org/10.1007/BF00475609

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