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1-Ethylthio-2R-isoindoles. An example of nonsynchronous addition in the diels-alder reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The previously unknown 1-ethylthio-2R-isoindoles have been obtained by modifying the corresponding isoindol-1-ones. The reaction of these isoindoles with N-arylmaleimide derivatives has been investigated. A rare case of nonsynchronous addition in the Diels-Alder reaction has been found.

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Literature cited

  1. J. R. Benson and P. E. Hare, Proc. Natl. Acad. Sci. USA, 72, 619 (1975).

    Google Scholar 

  2. S. S. Simmons, Jr., H. L. Ammon, and R. Doherty, J. Org. Chem., 46, 4739 (1981).

    Google Scholar 

  3. S. S. Simmons, Jr. and D. F. Johnson, J. Am. Chem. Soc., 98, 7098 (1976).

    Google Scholar 

  4. S. S. Simmons, Jr. and D. F. Johnson, J. Org. Chem., 43, 2886 (1978).

    Google Scholar 

  5. R. N. Hurd and G. Delamater, Chem. Rev., 61, 45 (1961).

    Google Scholar 

  6. F. S. Babichev and V. A. Kovtunenko, The Chemistry of Isoindole [in Russian], Naukova Dumka, Kiev (1983).

    Google Scholar 

  7. V. A. Kovtunenko, Z. V. Voitenko, A. V. Turov, A. K. Tyltin, and F. S. Babichev, Ukr. Khim. Zh., 49, 1287 (1983).

    Google Scholar 

  8. R. M. Silverstein, G. C. Bassler, and T. Morrill, Spectrometric Identification of Organic Compounds, 3rd edn., Wiley, New York (1974).

    Google Scholar 

  9. P. J. Abbott, R. M. Acheson, M. I. Kornilov, and J. K. Stubbs, J. Chem. Soc., Perkin I, No. 12, 2322 (1975).

    Google Scholar 

  10. J. H. Brewster, A. M. Fusco, L. E. Carosino, and B. G. Corman, J. Org. Chem., 28, 498 (1963).

    Google Scholar 

  11. V. A. Kovtunenko, A. K. Tyltin, T. T. Dobrenko, and F. S. Babichev, Ukr. Khim. Zh., 49, 1099 (1983).

    Google Scholar 

  12. P. O. Tawney, R. H. Snyder, and C. E. Bryan, J. Org. Chem., 25, 56 (1960).

    Google Scholar 

  13. V. S. Ivanov, V. K. Smirnova, and T. I. Sidorova, Methods for Obtaining Chemical Reagents and Preparations [in Russian], IREA, Moscow, No. 15 (1967), p. 85.

    Google Scholar 

  14. S. R. Sandler and W. Karo, Organic Functional Group Preparations, Academic Press, New York, Vol. 3 (1971), Chapter 8.

    Google Scholar 

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Authors and Affiliations

  1. T. G. Shevchenko Kiev State University, USSR

    V. A. Kovtunenko, T. T. Dobrenko, Z. V. Voitenko, A. K. Tyltin & F. S. Babichev

Authors
  1. V. A. Kovtunenko
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  2. T. T. Dobrenko
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  3. Z. V. Voitenko
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  4. A. K. Tyltin
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  5. F. S. Babichev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1200–1205, September, 1984.

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Kovtunenko, V.A., Dobrenko, T.T., Voitenko, Z.V. et al. 1-Ethylthio-2R-isoindoles. An example of nonsynchronous addition in the diels-alder reaction. Chem Heterocycl Compd 20, 978–983 (1984). https://doi.org/10.1007/BF00506392

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  • DOI: https://doi.org/10.1007/BF00506392

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