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Aziridinyl ketones and their hetero analogs 4. Acidolysis of 1, 1a-dihydroazirino [1,2-a] quinoxalines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The isomerization of 1,2-diaryl-1, 1a-dihydroazirino[1,2-a]quinozalines into 3-aryl-2-benzylquinoxalines under the action of acids is considered. The structures of the compounds synthesized have been confirmed by IR and PMR spectroscopy. It has been shown that the center of protonation in the azirinoquinoxalines and the model 1,2-dihydro-2,3-diphenylquinoxaline is the nitrogen atom of the azomethine group.

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Literature cited

  1. V. D. Orlov, F. G. Yaremenko, N. N. Kolos, and V. F. Lavrushin, Dokl. Akad. Nauk Ukr. SSR, Ser. B., No. 3, 247 (1978).

    Google Scholar 

  2. F. G. Yaremenko, V. D. Orlov, N. N. Kolos, and V. F. Lavrushin, Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol.,23, No. 5 (1979).

  3. H. W. Heine and R. P. Henzel, J. Org. Chem.,34, 171 (1969).

    Google Scholar 

  4. N. J. Leonard, K. Jann, J. V. Paukstelis, and C. K. Steinhard, J. Org. Chem.,28, 1499 (1963).

    Google Scholar 

  5. P. A. Gembitskii, D. S. Zhuk, and V. A. Kargin, The Chemistry of Ethyleneimine [in Russian], Nauka, Moscow (1966), p. 118.

    Google Scholar 

  6. V. D. Orlov, F. G. Yaremenko, and V. F. Lavrushin, Khim. Geterotsikl. Soedin., No. 4, 536 (1979).

    Google Scholar 

  7. V. D. Chuiguk, Author's Dissertation for the Degree of Candidate of Chemical Sciences, Kiev (1969).

  8. E. Jongejan, H. Steinberg, and Th. de Boer, Rev. Trav. Chim.,97, p. 145 (1978).

    Google Scholar 

  9. D. G. Farnum, J. Am. Chem. Soc.,79, 2970 (1967).

    Google Scholar 

  10. J. L. Pierre, P. Baret, and E. M. Rivoirard, J. Heterocycl. Chem.,15, 817 (1978).

    Google Scholar 

  11. H. Becker, Einfuhrung in die Elektronentheorie Organisch-Chemischer Reaktionen, VEB Deutsche Verlag der Wissenschaften, Berlin (1961).

    Google Scholar 

  12. O. Fischer, Ber.,24, 719 (1891).

    Google Scholar 

  13. V. Petrov, O. Stephenson, and B. Sturgeon, J. Chem. Soc., 4066 (1953).

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For communication 3, see [2].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 544–549, April, 1980.

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Orlov, V.D., Yaremenko, F.G., Kolos, N.N. et al. Aziridinyl ketones and their hetero analogs 4. Acidolysis of 1, 1a-dihydroazirino [1,2-a] quinoxalines. Chem Heterocycl Compd 16, 424–428 (1980). https://doi.org/10.1007/BF00552787

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  • DOI: https://doi.org/10.1007/BF00552787

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