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1,3-Dipolar cycloaddition of diarylnitrones to 1-(4-nitrophenyl)-5H-pyrrolin-2-one

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of diarylnitrones with 1-(4-nitrophenyl)-5H-pyrrolin-2-one to give 2-oxa-6-oxo-3-phenyl-4-(R-phenyl)-7-(4-nitrophenyl)-3,7-diazabicyclo(3,3,0)octanes has been examined. The structures of the products were established by NMR and IR spectroscopy, and x-ray diffraction studies. The stereoselectivity of the reaction is due to exo-approach of the reactants with cis-stereospecific addition of the trans-forms of the C,N-diarylnitrones to the pyrrolinone double bond.

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Authors and Affiliations

  1. Krasnodarsk Polytechnic Institute, 350670, Krasnodar

    G. F. Muzychenko, V. G. Kul'nevich, L. N. Zharkikh, V. E. Zavodnik & V. V. Motalkin

Authors
  1. G. F. Muzychenko
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  2. V. G. Kul'nevich
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  3. L. N. Zharkikh
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  4. V. E. Zavodnik
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  5. V. V. Motalkin
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1675–1678, December, 1990.

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Muzychenko, G.F., Kul'nevich, V.G., Zharkikh, L.N. et al. 1,3-Dipolar cycloaddition of diarylnitrones to 1-(4-nitrophenyl)-5H-pyrrolin-2-one. Chem Heterocycl Compd 26, 1392–1395 (1990). https://doi.org/10.1007/BF00473970

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  • DOI: https://doi.org/10.1007/BF00473970

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