Skip to main content
SpringerLink
Log in

Cross-coupling of terminal acetylenes with organic halides in the R3N-CuI-Pd system

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The optimum conditions for conducting coupling reactions of terminal acetylenes with organic halides in the presence of amines, CuI, and palladium complexes were determined.

  2. 2.

    Pd(0)-Pd(PPh3)2 and Pd (II)-R'PdX (PPh3)2 complexes are intermediates in the catalytic reactions of RC≡CH with R'X(“Pd,” Et3N, CuI).

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

Literature cited

  1. L. Cassar, J. Organomet. Chem.,93, 259 (1975).

    Google Scholar 

  2. H. A. Diesk and R. F. Heck, J. Organomet. Chem.,93, 259 (1975).

    Google Scholar 

  3. K. Sonogashira, Y. Tohda, and N. Hagihara, Tetrahedron Lett., 4467 (1975).

  4. Y. Tohda, K. Sonogashira, and N. Hagihara, Synthesis, 777 (1977).

  5. T. A. Sundukova, S. F. Vasilevskii, M. S. Shvartsberg, and I. L. Kotlyarevskii, Izv. Akad. Nauk SSSR, Ser. Khim., 726 (1980).

  6. S. Takahashi, Y. Kuroyama, K. Sonogashira, and N. Hagihara, Synthesis, 627 (1980).

  7. M. I. Bardamova, Z. P. Trotsenko, and I. L. Kotlyarevskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1184 (1982).

  8. V. Ratovelomenana and G. Linstrumelle, Tetrahedron Lett., 315 (1981).

  9. T. Jeffery-Luong and G. Linstrumelle, Synthesis, 32 (1983).

  10. V. JÄger, in: Methoden der Organischen Chemie (Houben-Weyl), Vol. 5/2a, Stuttgart (1977), pp. 578, 580.

    Google Scholar 

  11. C. E. Castro, E. J. Gaughan, and D. C. Owsley, J. Org. Chem.,31, 4071 (1966).

    Google Scholar 

  12. J.-F. Normant, M. Bourgain, and A. M. Rone, C. R. Acad. Sci.,270, 354 (1970).

    Google Scholar 

  13. N. A. Bumagin, L O. Kalinovskii, A. B. Ponomarev, and I. P. Beletskaya, Dokl. Akad. Nauk SSSR,265, 1138 (1982).

    Google Scholar 

  14. A. M. Sladkov, A. Yu. Ukhin, and V. V. Korshak, Izv. Akad. Nauk SSSR, Ser. Khim., 2213 (1963).

Download references

Author information

Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    N. A. Bumagin, A. B. Ponomarev & I. P. Beletskaya

  2. L. Ya. Karpov Institute of Physical Chemistry, Moscow

    N. A. Bumagin, A. B. Ponomarev & I. P. Beletskaya

Authors
  1. N. A. Bumagin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. B. Ponomarev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. P. Beletskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1561–1566, July, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bumagin, N.A., Ponomarev, A.B. & Beletskaya, I.P. Cross-coupling of terminal acetylenes with organic halides in the R3N-CuI-Pd system. Russ Chem Bull 33, 1433–1438 (1984). https://doi.org/10.1007/BF00956520

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00956520

Keywords

Search

Navigation