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Conversion of 2-ethyl-3,3,5,5-tetramethyl- and 2-ethyl-1,3,3,5,5-pentamethyl-1,2,4,5-tetra-hydro-3h-benz-2-azepines by the action of ethyl propiolate

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Chemistry of Heterocyclic Compounds Aims and scope

It has been shown that, on interacting 2-ethyl-3,3,5,5-tetramethyl- and 2-ethyl-1,3,3,5,5-pentamethyl-1,2,4,5-tetrahydro-3H-benz-2-azepines with ethyl propiolate in methanol, fission of the azepine ring occurs at the C(1)–N(2) bond involving a molecule of solvent. The indicated azepines do not react with acetylenedicarboxylic acid ester under these conditions.

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References

  1. L. G. Voskressensky, T. N. Borisova, T. A. Vorob'eva, A. I. Chernyshev, and A. V. Varlamov, Izv. Akad. Nauk. Ser. Khim., 2513 (2005).

  2. L. G. Voskressensky, T. N. Borisova, L. N. Kulikova, A. V. Varlamov, M. Catto, C. Altomare, and A. Carotti, Eur. J. Org. Chem., 3128 (2004).

  3. L. G. Voskressensky, T. N. Borisova, I. S. Kostenev, L. N. Kulikova, and A. V. Varlamov, Tetrahedron Lett., 47, 999 (2006).

    Article  CAS  Google Scholar 

  4. L. G. Voskressensky, A. V. Listratova, T. N. Borisova, S. A. Kovaleva, R. S. Borisov, and A. V. Varlamov, Tetrahedron, 64, 10443 (2008).

    Article  CAS  Google Scholar 

  5. L. G. Voskressensky, S. V. Akbulatov, T. N. Borisova, and A. V. Varlamov, Tetrahedron, 62, 12392 (2006).

    Article  CAS  Google Scholar 

  6. V. Kouznetsov, A. Palma, S. Salas, L. Y. Vargas, F. Zubkov, A. Varlamov, and J. R. Martinez, J. Heterocycl. Chem., 34, 1591 (1997).

    Article  Google Scholar 

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Authors and Affiliations

  1. Peoples’ Friendship University of Russia, Moscow, 117198, Russia

    L. G. Voskressensky, T. N. Borisova, E. A. Sorokina, L. N. Kulikova, A. V. Kleimenov & A. V. Varlamov

  2. L. M. Litvinenko Institute of Physical Organic Chemistry and Coal Chemistry, National Academy of Sciences of Ukraine, Donetsk, 83114, Ukraine

    S. V. Tolkunov

Authors
  1. L. G. Voskressensky
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  2. T. N. Borisova
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  3. E. A. Sorokina
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  4. L. N. Kulikova
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  5. A. V. Kleimenov
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  6. S. V. Tolkunov
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  7. A. V. Varlamov
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Correspondence to L. G. Voskressensky.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1554-1557, October, 2009.

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Voskressensky, L.G., Borisova, T.N., Sorokina, E.A. et al. Conversion of 2-ethyl-3,3,5,5-tetramethyl- and 2-ethyl-1,3,3,5,5-pentamethyl-1,2,4,5-tetra-hydro-3h-benz-2-azepines by the action of ethyl propiolate. Chem Heterocycl Comp 45, 1248–1251 (2009). https://doi.org/10.1007/s10593-010-0414-4

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  • DOI: https://doi.org/10.1007/s10593-010-0414-4

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