Skip to main content
SpringerLink
Log in

4-(2-Hydroxyaryl)-1,2,3-thiadiazoles as a Source of 2-Benzofuranthiolates

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Following the Hurd-Mori procedure, 4-(2-hydroxyaryl)-1,2,3-thiadiazoles were synthesized from o-hydroxyacetophenones. Treatment of the products with bases gives 2-benzofuranthiolates which can be involved in alkylation and arylation reactions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. Raap, R. and Micetich, R.G., Can. J. Chem., 1968, vol. 46, no. 7, pp. 1057-1063.

    Google Scholar 

  2. Rodionova, L.S., Petrov, M.L., and Petrov, A.A., Zh. Org. Khim., 1978, vol. 14, no. 10, pp. 2050-2054.

    Google Scholar 

  3. Petrov, M.L. and Petrov, A.A., Usp. Khim., 1987, vol. 56, no. 2, pp. 267-286.

    Google Scholar 

  4. L'abbe, G., Haelterman, B., and Dehaen, W., J. Chem. Soc., Perkin Trans. 1, 1994, no. 16, pp. 2003-2004.

  5. Terent'eva, N.A., Petrov, M.L., Potekhin, K.A., Struchkov, K.A., and Galishev, V.A., Zh. Org. Khim., 1994, vol. 30, no. 3, pp. 344-350.

    Google Scholar 

  6. Terent'eva, N.A., Petrov, M.L., Shishkin, O.V., Struchkov, K.A., Potekhin, K.A., and Galishev, V.A., Russ. J. Org. Chem., 1995, vol. 31, no. 6, pp. 825-830.

    Google Scholar 

  7. Forster, W.R., Isecke, R., Spanka, C., and Schaumann, E., Synthesis, 1997, no. 8, pp. 942-948.

  8. Takimiya, K., Morikami, A., and Otsubo, T., Synlett, 1997, no. 3, pp. 319-321.

  9. Petrov, M.L. and Zmitrovich, N.I., Russ. J. Gen. Chem., 1999, vol. 69, no. 2, pp. 245-256.

    Google Scholar 

  10. Bakulev, V.A. and Mokrushin, V.S., Khim. Geterotsikl. Soedin., 1986, vol. 8, pp. 1011-1028.

    Google Scholar 

  11. Petrova, L.L., Trufanova, L.V., Petrov, M.L., Abramov, M.A., Zmitrovich, N.I., and Terent'-eva, N.A., Khim.-Farm. Zh., 1994, vol. 28, no. 2, pp. 19-22.

    Google Scholar 

  12. Stanetty, P., Kremslehner, M., and Muller, M., J. Heterocycl. Chem., 1996, vol. 33, no. 6, pp. 1759-1763.

    Google Scholar 

  13. Schurter, R., Kunz, W., and Nyfelter, R., Eur. Patent Appl. EP 0.313.512A2, 1990; Chem. Abstr., 1990, vol. 112, no. 17 750 a.

  14. D'hooge, B., Smeets, S., Toppet, S., and Dehaen, W., J. Chem. Soc., Chem. Commun., 1997, no. 18, pp. 1753-1754.

  15. Hurd, C.D. and Mori, R.I., J. Am. Chem. Soc., 1955, vol. 77, no. 20, pp. 5359-5364.

    Google Scholar 

  16. Silverstein, R.M., Bassler, G.C., and Morrill, T.C., Spectrometric Identification of Organic Compounds, New York: Wiley, 1974, 3rd ed. Translated under the title Spektrometricheskaya identifikatsiya organicheskikh soedinenii, Moscow: Mir, 1977, p. 166.

    Google Scholar 

  17. Meier, H. and Zeller, K.P., Angew. Chem., 1977, vol. 89, pp. 876-890.

    Google Scholar 

  18. Oilunkaniemi, R., Laitinen, R.S., and Ahegren, M., Z. Naturforsch., Teil B, 2000, vol. 55, no. 1, pp. 1-8.

    Google Scholar 

  19. Montevecchi, P.C. and Navacchia, M.L., J. Org. Chem., 1995, vol. 60, no. 20, pp. 6455-6459.

    Google Scholar 

  20. Aldrich Library of 13 C and 1 H FT NMR Spectra, 1994, no. 1(2), 749 (A).

Download references

Author information

Authors and Affiliations

  1. St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 198013, Russia

    M. L. Petrov, M. A. Abramov, I. P. Abramova & D. A. Androsov

  2. Department of Chemistry, University of Leuven, Celestijnelaan 200F, Leuven (Heverlee), B-3001, Belgium

    W. Dehaen

Authors
  1. M. L. Petrov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. W. Dehaen
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. A. Abramov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. I. P. Abramova
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. D. A. Androsov
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Petrov, M.L., Dehaen, W., Abramov, M.A. et al. 4-(2-Hydroxyaryl)-1,2,3-thiadiazoles as a Source of 2-Benzofuranthiolates. Russian Journal of Organic Chemistry 38, 1510–1518 (2002). https://doi.org/10.1023/A:1022568808446

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1022568808446

Keywords

Search

Navigation