Advertisement

Synthesis and transformations of sulfides in the thiophene series 35. Synthesis of certain polyfunctional and condensed compounds derived from substituted acetals in the thiophene series

  • Ya. L. Gol'dfarb
  • M. A. Kalik
  • V. K. Zav'yalova
Organic Chemistry

Conclusions

  1. 1.

    Metallation of diacetals of 5-substituted-2-alkylthio-3-thiophenecarboxaldehydes with butyllithium in ether proceeds at the freeβ-position of the thiophene ring, so that different polyfunctional derivatives of thiophene can be synthesized.

     
  2. 2.

    By the action of sodium in liquid ammonia on 5-methoxy-2-methylthio-3-thiophenecarboxaldehyde diethylacetal, and subsequent treatment with water, 5-methylthieno [3,2-d]isothiazole is formed.

     
  3. 3.

    Certain intracoordination compounds of Co(II), Ni(II), and Zn were obtained which include the thiophene ring substituted in the α-position with a methoxy group.

     

Keywords

Sodium Acetal Ether Ammonia Sulfide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    Ya. L. Gol'dfarb and M. A. Kalik, Zh. Org. Khim.,14, 2603 (1978).Google Scholar
  2. 2.
    Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Zh. Obshch. Khim.,29, 3631 (1959).Google Scholar
  3. 3.
    A. W. Gschwend and H. R. Rodrigues, Organic Reactions, Vol. 26, Wiley, New York-London-Sydney-Toronto (1979), p. 43.Google Scholar
  4. 4.
    Ya. L. Gol'dfarb, M. A. Kalik, and V. K. Zav'yakova, Zh. Org. Khim.,15, 1540 (1979).Google Scholar
  5. 5.
    A. M. Fedorova, in: V. M. Rodionov, Selected Works [in Russian], Izd. Akad. Nauk SSSR, Moscow (1958), p. 123.Google Scholar
  6. 6.
    N. Meyer and D. Seebach, Chem. Ber.,113, 1304 (1980).Google Scholar
  7. 7.
    D. W. Slocum and C. A. Jennings, J. Org. Chem.,41, 3653 (1976).Google Scholar
  8. 8.
    Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Izv. Akad. Nauk SSSR, Ser. Khim., 701 (1962).Google Scholar
  9. 9.
    Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Khim. Geterotsikl. Soedin., 220 (1965).Google Scholar
  10. 10.
    L. V. Alam and I. Ya. Kvitko, Khim. Geterotsikl. Soedin., 561 (1978).Google Scholar
  11. 11.
    Ya. L. Gol'dfarb, M. A. Kalik, and V. K. Zav'yalova, Khim. Geterotsikl. Soedin., 182 (1981).Google Scholar
  12. 12.
    Ya. L. Gol'dfarb, M. A. Kalik, and M. L. Kirmalova, Izv. Akad. Nauk SSSR., Ser. Khim., 1769 (1969).Google Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • Ya. L. Gol'dfarb
    • 1
  • M. A. Kalik
    • 1
  • V. K. Zav'yalova
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

Personalised recommendations