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Cycloaddition in Condensed Isoindoles. 2. Method for Obtaining New Derivatives of 2-Phenylpyridine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of pyrido[2,1-a]isoindole with maleimide derivatives has been investigated. A new rearrangement has been found, the products of which are 2-[2'-(1-R-2,5-dioxopyrrolidinidene)-2'-(1-R-2,5-dioxopyrrolidinyl)methyl]phenylpyridines. A probable mechanism for the rearrangement has been proposed. The existence of atropoisomerism for the compounds obtained has been demonstrated by 1H NMR spectra.

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REFERENCES

  1. Z. V. Voitenko, V. P. Samoilenko, V. A. Kovtunenko, V. Yu. Gurkevich, A. K. Tyltin, V. M. Shcherbakov, and O. V. Shishkin, Khim. Geterotsikl. Soedin., 669 (1999).

  2. V. A. Kovtunenko, Z. V. Voitenko, V. L. Sheptun, L. I. Savranskii, A. K. Tyltin, and F. S. Babichev, Ukr. Khim. Zh., 51, 976 (1985).

    Google Scholar 

  3. V. A. Kovtunenko, Z. V. Voitenko, L. I. Savranskii, A. K. Tyltin, and F. S. Babichev, Khim. Geterotsikl. Soedin., 216 (1988).

  4. H. Hennige, R. Kreher, and J. Uhrig, J. Chem. Soc., Chem. Commun., 842 (1982).

  5. S. Kajigaeshi, S. Mori, S. Fujisaki, and S. Kamenasa, Bull. Chem. Soc. Japan, 58, 3547 (1985).

    Google Scholar 

  6. Z. V. Voitenko, O. O. Shkarov, O. O. Taranenko, and F. S. Babichev, Nitrogen-containing Heterocycles, Abstracts of the Ukrainian Conference, Kharkov (1997), p. 56.

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

    Google Scholar 

  8. V. M. Potapov, Stereochemistry [in Russian], Khimiya, Moscow (1988).

    Google Scholar 

  9. Z. V. Voitenko and O. I. Ostrovskaya, Abstracts of the XVIII Ukrainian Conference on Organic Chemistry, Dnepropetrovsk (1988), p. 228.

  10. A. Fozard and C. Bradsher, J. Org. Chem., 32, 2966 (1967).

    Google Scholar 

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Voitenko, Z.V., Pokholenko, A.A., Shkarov, O.O. et al. Cycloaddition in Condensed Isoindoles. 2. Method for Obtaining New Derivatives of 2-Phenylpyridine. Chemistry of Heterocyclic Compounds 38, 190–196 (2002). https://doi.org/10.1023/A:1015339325586

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  • DOI: https://doi.org/10.1023/A:1015339325586

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