Skip to main content
Log in

Transformations of 4,5,6,7-tetrahydrothieno[3,2-c]-and 1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridines in reactions with alkynes activated by electron-withdrawing substituents

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The transformations of tetrahydrothieno[3,2-c]-and tetrahydrobenzothieno[2,3-c]pyridines in the reactions with acetylenedicarboxylic ester, alkyl propiolates, and acetylacetylene in alcohols were studied. Tetrahydrobenzothieno[3,2-d]azocines and 2-methoxyethyl-3-vinyl-aminoethylbenzothiophenes were synthesized.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. M. Alvarez and J. A. Joule, Chem. Heterocycl. Compd., 1994, 25, Pt. 4 (Suppl.), 261.

    CAS  Google Scholar 

  2. J. Bosch, D. Mauleon, F. Boncompte, and R. Ganados, J. Heterocycl. Chem., 1981, 18, 263.

    CAS  Google Scholar 

  3. J. P. Maffrand, Heterocycles, 1980, 14, 325.

    Article  CAS  Google Scholar 

  4. J. P. Maffrand and F. Eloy, Heterocycles, 1980, 14, 321.

    CAS  Google Scholar 

  5. J. M. Bastian, A. Ebnother, and E. Jucker, Helv. Chim. Acta, 1971, 54, 283.

    Article  CAS  Google Scholar 

  6. M. R. Ncidlein and N. Kolb, Arch. Pharm., 1979, 312, 397.

    Article  Google Scholar 

  7. L. G. Voskressensky, T. N. Borisova, T. A. Soklakova, L. N. Kulikova, R. S. Borisov, and A. V. Varlamov, Lett. Org. Chem., 2005, 2, 18.

    Article  CAS  Google Scholar 

  8. L. G. Voskressensky, T. N. Borisova, L. N. Kulikova, A. V. Varlamov, M. Catto, C. Altomare, and A. Carotti, Eur. J. Org. Chem., 2004, 3128.

  9. A. F. Pozharskii, Teoreticheskie osnovy khimii geterotsiklov [Theoretical Principles of the Chemistry of Heterocycles], Khimiya, Moscow, 1985, 279 pp. (in Russian).

    Google Scholar 

  10. Y. K. Kang, K. S. Lee, K. H. Yoo, K. J. Shin, D. C. Kim, C. S. Lee, J. Y. Kong, and D. J. Kim, Bioorg. Med. Chem. Lett., 2003, 13, 463.

    Article  CAS  Google Scholar 

  11. L. N. Kulikova, Ph. D. (Chem.) Thesis, Peoples’ Friendship University of Russia, Moscow, 2005, 125 pp. (in Russian).

  12. G. M. Sheldrick, SHELXS-97. Program for the Solution of Crystal Structures, University of Göttingen, Göttingen (Germany), 1997.

    Google Scholar 

  13. G. M. Sheldrick, SHELXL-97. Program for the Refinement of Crystal Structures, University of Göttingen, Göttingen (Germany), 1997.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to L. G. Voskressensky.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1003–1009, May, 2007.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Voskressensky, L.G., Borisova, T.N., Listratova, A.V. et al. Transformations of 4,5,6,7-tetrahydrothieno[3,2-c]-and 1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridines in reactions with alkynes activated by electron-withdrawing substituents. Russ Chem Bull 56, 1041–1048 (2007). https://doi.org/10.1007/s11172-007-0156-3

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-007-0156-3

Key words

Navigation