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Acetals of lactams and acid amides

XXIII. Kinetics of cyclization of n,n-dimethyl-n′-(α-cyano-β-dimethylamino) crotonylformamidine and its five-, six-, and seven-membered analogs and N-methyl-2-[n-(α-cyano-β-dimethylamino)-acryloylimino] piperidine to 2-pyridone derivatives

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Abstract

The rate constants for cyclization of N,N-dimethyl-N′-(α-cyano-β-dimethylamino)-crotonylformamidine and its five-, six-, and seven-membered analogs and N-methyl-2-[N-(α-cyano-β-dimethylamino) acryloylimino]piperidine to derivatives of 2-pyridone, pyrrolo-, and pyrido-, and azepino[3,2-c]pyridine and 1,8-naphthyridine were measured in dimethylformamide (DMF) at 120–150 deg C. It is assumed that a new C-C bond with a change in the hybridization of the C(3) atom from sp2 to sp3 develops in the rate-determining step.

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  1. V. G. Granik, O. Ya. Belyaeva, R. G. Glushkov, T. F. Vlasova, A. B. Grigor'ev, and M. K. Polievktov, Khim. Geterotsikl. Soedin., No. 10, 1518 (1977).

    Google Scholar 

  2. V. G. Granik, O. Ya. Belyaeva, R. G. Glushkov, T. F. Vlasova, and O. S. Anisimova, Khim. Geterotsikl. Soedin., No. 8, 1106 (1977).

    Google Scholar 

  3. V. G. Granik, N. B. Marchenko, T. F. Vlasova, and R. G. Glushkov, Khim. Geterotsikl. Soedin., No. 11, 1509 (1976).

    Google Scholar 

  4. Ya. L. Gol'dfarb and L. I. Belen'kii, Usp. Khim., 29, 470 (1960).

    Google Scholar 

  5. V. G. Granik, N. B. Marchenko, E. O. Sochneva, R. G. Glushkov, T. F. Vlasova, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 6, 805 (1976).

    Google Scholar 

  6. V. G. Granik, A. B. Grigor'ev, and M. K. Polievktov, Khim. Geterotsikl. Soedin., No. 10, 1352 (1977).

    Google Scholar 

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See [1] for communication XXII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1523–1526, November, 1977.

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Granik, V.G., Grigor'ev, A.B. & Polievktov, M.K. Acetals of lactams and acid amides. Chem Heterocycl Compd 13, 1217–1220 (1977). https://doi.org/10.1007/BF00475950

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  • DOI: https://doi.org/10.1007/BF00475950

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