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New method of synthesis of δ-carbolines from 3-indolinone via pyrano[3,2-b]indoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2-Arylidene-1-acetylindolin-3-ones were obtained from 1-acetylindolin-3-ones and p-substituted benzaldehydes or 4-pyridinecarboxaldehyde, by the action of malonodinitrile, andwere converted into 2-amino-4-aryl-5-acetyl-3-cyanopyrano[3,2-b]indoles. When heated with an aqueous-alcoholic solution of KOH, the latter compounds transform into 2-alkoxy-4-aryl-3-cyano-δ-carbolines. The possible paths of formation of δ-carbolines and pyrano[3,2-b]indoles are discussed.

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Literature cited

  1. O. N. Boyarintseva, G. N. Kurilo, O. S. Anisimova, and A. N. Grinev, Khim. Geterotsikl. Soedin., No. 1, 82 (1977).

    Google Scholar 

  2. G. N. Kurilo, O. N. Boyarintseva, and A. N. Grinev, Inventor's Certificate, No, 546616, Byull. Izobret., No. 6, 74 (1977).

    Google Scholar 

  3. V. S. Velezheva, A. V. Yarosh, T. A. Kozik, and N. N. Suvorov, Zh. Org. Khim., 14, 1712 (1978).

    Google Scholar 

  4. N. N. Surorov, V. A. Chernov, V. S. Velezheva, Yu. A. Ershova, S. V. Simakov, and V. P. Sevodin, Khim.-Farm. Zh., No. 9, 27 (1981).

    Google Scholar 

  5. V. P. Sevodin, V. S. Velezheva, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 368 (1981).

    Google Scholar 

  6. A. N. Kost and A. P. Terent'ev, Zh. Obshch. Khim., 26, 1992 (1956).

    Google Scholar 

  7. P. Waykole and R. N. Usgaonkar, Indian J. Chem., A21, 272 (1982).

    Google Scholar 

  8. R. Elderfield (ed.), Heterocyclic Compounds [Russian translation], Vol. 1, Inostr. Lit., Moscow (1953), p. 273.

    Google Scholar 

  9. V. P. Sevodin, V. S. Velezheva, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 8, 1125 (1982).

    Google Scholar 

  10. R. W. Daisley and Z. A. Elagbar, J. Heterocycl. Chem., 19, 1013 (1982).

    Google Scholar 

  11. C. D. Nenitzescu and D. Raileanu, Chem. Ber., 91, 1141 (1958).

    Google Scholar 

  12. V. S. Velezheva, V. P. Sevodin, Yu. V. Erofeev, N. K. Genkina, T. A. Kozik, V. V. Vampilova, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 360 (1977).

    Google Scholar 

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Authors and Affiliations

  1. D. I. Mendeleev Moscow Institute of Chemical Technology, 125047, Moscow

    V. S. Velzheva, K. V. Nevskii & N. N. Suvorov

Authors
  1. V. S. Velzheva
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  2. K. V. Nevskii
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  3. N. N. Suvorov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 230–235, February, 1985.

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Velzheva, V.S., Nevskii, K.V. & Suvorov, N.N. New method of synthesis of δ-carbolines from 3-indolinone via pyrano[3,2-b]indoles. Chem Heterocycl Compd 21, 191–196 (1985). https://doi.org/10.1007/BF00504208

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  • DOI: https://doi.org/10.1007/BF00504208

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