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The liquid-phase free radical isomerization of cyclic dimethylformamide acetals

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In the presence of tert-butyl peroxide, 2-dimethylamino-1,3-dioxacyclanes are converted to esters of dimethylcarbamic acid. The reaction is described by a kinetic equation for an unbranched chain reaction with quadratic chain termination. The five-membered heterocycle is more reactive than the six-membered heterocycle. The predominant site for free radical attack is the methine group adjacent to the three heteroatoms.

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Literature cited

  1. É. Kh. Kravets, S. S. Zlotskii, V. S. Martem'yanov, and D. L. Rakhmankulov, Khim. Geterotsikl. Soedin., No. 9, 1171 (1976).

    Google Scholar 

  2. D. L. Rakhmankulov, R. A. Karakhanov, S. S. Zlotskii, E. A. Kantor, U. B. Imashev, and A. M. Syrkin, in: Progress in Science and Technology [in Russian], Vol. 5, Moscow (1979), p. 134.

    Google Scholar 

  3. D. L. Rakhmankulov and S. S. Zlotskii, Khim. Geterotsikl. Soedin., No. 8, 1011 (1977).

    Google Scholar 

  4. L. L. Kostyukevich, E. V. Pastushenko, S. S. Zlotskii, and D. L. Rakhmankulov, Dokl. Akad. Nauk SSSR,265, 1177 (1982).

    Google Scholar 

  5. A. L. Lashova, V. V. Zorin, S. S. Zlotskii, and D. L. Rakhmankulov, Khim. Geterotsikl. Soedin., No. 5, 701 (1981).

    Google Scholar 

  6. A. Beckwith and C. Easton, J. Am. Chem. Soc.,103, 615 (1981).

    Google Scholar 

  7. V. V. Mezheritskii, E. P. Olekhnovich, S. M. Luk'yanov, and G. N. Dorofeenko, Orthoesters in Organic Synthesis [in Russian], Izd. Rostovsk. Univ. (1976).

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Authors and Affiliations

  1. Ufa Petroleum Institute, 450062, Ufa

    E. V. Pastushenko, D. Kurbanov, S. S. Zlotskii & D. L. Rakhmankulov

Authors
  1. E. V. Pastushenko
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  2. D. Kurbanov
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  3. S. S. Zlotskii
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  4. D. L. Rakhmankulov
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1614–1617, December, 1983.

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Pastushenko, E.V., Kurbanov, D., Zlotskii, S.S. et al. The liquid-phase free radical isomerization of cyclic dimethylformamide acetals. Chem Heterocycl Compd 19, 1273–1276 (1983). https://doi.org/10.1007/BF00842827

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  • DOI: https://doi.org/10.1007/BF00842827

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