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Synthesis of 6-Isoxazolyl Derivatives of 4-Methylumbelliferone

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Chemistry of Natural Compounds Aims and scope

A two-step synthesis of 6-(5-isoxazolyl)coumarins was developed. Recyclization of 7-hydroxychromones by hydroxylamine into 4-(5-isoxazolyl)-1,3-benzenediols followed by condensation with acetoacetic ester produced 6-(5-isoxazolyl)-4-methylumbelliferone derivatives with aryl and hetaryl substituents on the isoxazole ring.

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References

  1. H. M. Chawla and S. S. Chibber, Indian J. Chem., 15, 492 (1977).

    Google Scholar 

  2. T. V. Shokol, N. V. Gorbulenko, M. S. Frasinyuk, and V. P. Khilya, Chem. Nat. Compd., 51, 630 (2015).

    Article  CAS  Google Scholar 

  3. P. Dixit, A. C. Tripathi, and S. K. Saraf, J. Heterocycl. Chem., 50, 1431 (2013).

    Article  CAS  Google Scholar 

  4. O. S. Yushkevich, R. P. Linnik, V. S. Moskvina, O. A. Zaporozhets, and V. P. Khilya, in: 16 th International Conference of Students and Graduate Students “Current Chemical Problems. Abstracts of Papers” [in Ukrainian], Kyiv, 2015, p. 144.

  5. Yu. I. Shepeleva, R. P. Linnik, V. S. Moskvina, O. A. Zaporozhets, and V. P. Khilya, in: 16 th International Conference of Students and Graduate Students “Current Chemical Problems. Abstracts of Papers” [in Ukrainian], Kyiv, 2015, p. 142.

  6. K. A. Thakar and N. R. Manjaramkar, J. Indian Chem. Soc., 48, 933 (1971).

    CAS  Google Scholar 

  7. V. S. Moskvina, V. P. Khilya, O. V. Turov, and U. M. Groth, Synthesis, No. 8, 1279 (2009).

    Google Scholar 

  8. V. S. Moskvina, V. V. Ishchenko, and V. P. Khilya, Chem. Nat. Compd., 48, 751 (2012).

    Article  CAS  Google Scholar 

  9. O. A. Lozinski, T. V. Shokol, and V. P. Khilya, Monatsh. Chem., 144 (2), 217 (2013).

    Article  CAS  Google Scholar 

  10. S. Singh, M. B. Pandey, J. P. Singh, and V. B. Pandey, J. Indian Chem. Soc., 83 (3), 297 (2006).

    CAS  Google Scholar 

  11. R. Maurya, D. K. Yada, G. Singh, B. Bhargavan, M. Narayana, M. Sahai, and M. M. Singh, Bioorg. Med. Chem. Lett., 19 (3), 610 (2009).

    Article  CAS  PubMed  Google Scholar 

  12. V. P. Khilya, L. G. Grishko, G. M. Golubushina, and N. V. Gorbulenko, Ukr. Khim. Zh., 56 (3), 280 (1990).

    CAS  Google Scholar 

  13. V. P. Khilya and V. V. Ishchenko, Chem. Heterocycl. Compd., 38 (8), 833 (2002).

    Article  Google Scholar 

  14. S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Chem. Nat. Compd., 43, 402 (2007).

    Article  CAS  Google Scholar 

  15. J. Borda, V. Szabo, L. Nemeth, and G. Bokor, Acta Chim. Acad. Sci. Hung., 104 (4), 389 (1980).

    CAS  Google Scholar 

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Authors and Affiliations

  1. Taras Shevchenko Kiev National University, 64/13 Vladimirskaya St., Kiev, 01601, Ukraine

    T. V. Shokol, N. V. Gorbulenko & V. P. Khilya

  2. Institute of Bioorganic Chemistry and Petroleum Chemistry, National Academy of Sciences of Ukraine, 1 Murmanskaya St., Kiev-94, 02660, Ukraine

    M. S. Frasinyuk

Authors
  1. T. V. Shokol
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  2. N. V. Gorbulenko
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  3. M. S. Frasinyuk
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  4. V. P. Khilya
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Corresponding author

Correspondence to T. V. Shokol.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2017, pp. 547–549.

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Shokol, T.V., Gorbulenko, N.V., Frasinyuk, M.S. et al. Synthesis of 6-Isoxazolyl Derivatives of 4-Methylumbelliferone. Chem Nat Compd 53, 642–645 (2017). https://doi.org/10.1007/s10600-017-2080-6

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  • DOI: https://doi.org/10.1007/s10600-017-2080-6

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