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Research on heterocyclic quinones

XXX. Isoquinolinequinones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

7-Hydroxy-1-isoquinolones, 3-methyl-7-hydroxyisoquinoline, and 6-hydroxyisoquinoline were synthesized, and their reactions, as well as the reaction of 7-methoxyisoquinoline-5,8-quinone, with amines were studied. The problem of the transmission of the mesomeric and inductive effects of the quinone carbonyl groups through the heteroring and the increase in the electrophilicities of the quinones upon chelate formation are discussed.

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Literature cited

  1. A. V. Luk'yanov, V. A. Aleshina, and Yu. S. Tsizin, Zh. Vsesoyuzn. Khim. Obshchestva, No. 3, 355 (1976).

    Google Scholar 

  2. Yu. S. Tsizin, Khim. Geterotsikl. Soedin., No. 9, 1253 (1974).

    Google Scholar 

  3. N. B. Karpova and Yu. S. Tsizin, Khim. Geterotsikl. Soedin., No. 12, 1697 (1973).

    Google Scholar 

  4. A. Bruggink and A. McKillop, Angew. Chem. Intern. Ed., 13, 340 (1974).

    Google Scholar 

  5. R. B. Tirodkar and R. N. Usgaonkar, J. Indian Chem. Soc., 46, 935 (1969).

    Google Scholar 

  6. R. B. Tirodkar and R. N. Usgaonkar, Indian J. Chem., 10, 1060 (1972).

    Google Scholar 

  7. K. T. Finley, The Chemistry of the Quinonoid Compounds, edited by S. Patai, Part 2, London (1974), p. 877.

  8. J. H. Bovie, D. W. Cameron, and D. H. Williams, J. Am. Chem. Soc., 87, 5094 (1965).

    Google Scholar 

  9. K.-P. Zeller, The Chemistry of the Quinonoid Compounds, edited by S. Patai, Part 1, London (1974), p. 231.

  10. M. M. Joullie and J. K. Puthenpurayil, J. Heterocycl. Chem., 6, 697 (1969).

    Google Scholar 

  11. C. A. Bunton, G. W. Kenner, M. J. T. Robinson, and B. R. Webster, Tetrahedron, 19, 1001 (1963).

    Google Scholar 

  12. H. E. Ungnade, D. V. Nightingale, and H. E. French, J. Org. Chem., 10, 533 (1945).

    Google Scholar 

  13. A. Kamal, N. Kazi, T. Begum, M. A. Khan, and A. A. Qureshi, Pakistan J. Sci. Ind., Res., 14, 1 (1971).

    Google Scholar 

  14. M. Kulka, J. Am. Chem. Soc., 75, 3597 (1953).

    Google Scholar 

  15. L. Heffer, Helv. Chim. Acta, 7, 945 (1924).

    Google Scholar 

  16. R. A. Robinson, J. Am. Chem. Soc., 69, 1933 (1947).

    Google Scholar 

  17. A. R. Osborn, K. Schofield, and N. L. Short, J. Chem. Soc. 4191 (1956).

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Authors and Affiliations

  1. E. I. Martsinovskii Institute of Medicinal Parasitology and Tropical Medicine, 119435, Moscow

    Yu. S. Tsizin & B. V. Lopatin

Authors
  1. Yu. S. Tsizin
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  2. B. V. Lopatin
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 500–505, April, 1977.

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Tsizin, Y.S., Lopatin, B.V. Research on heterocyclic quinones. Chem Heterocycl Compd 13, 403–407 (1977). https://doi.org/10.1007/BF00482784

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  • DOI: https://doi.org/10.1007/BF00482784

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