Skip to main content
SpringerLink
Log in

Studien zur Chemie von thienoanellierten O,N-und S,N-haltigen Heterocyclen, 5. Mitt.: Ein Zugang zum Thieno[2,3-b][1,4]oxazin-Ringsystem

Studies on the chemistry of thienoanellated O,N- and S,N-containing Heterocycles, 5: An access to the thieno[2,3-b][1,4]oxazin ring system

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The reactivity of 5-acetyl-2-chloro-3-nitrothiophene with α-hydroxyesters is described. The influence of the solvent (DMF, tetrahydrofurane, toluene) and of the used base is discussed. These reactions provide an access to substituted thiophene derivatives, which were cyclized after reduction by iron powder/glacial acetic acid to give thieno [2,3-b][1,4]oxazine derivatives.

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

Literatur

  1. 4. Mitt.: Laimer I., Erker T. (1994) Scientia Pharmaceutica62: 39

    Google Scholar 

  2. Gryglewska T., Gryglewski R., 1969, Diss. Pharm. Pharmacol.21(1):25; CA (1969)71: 61305r

    Google Scholar 

  3. Carr J. B. (Shell Oil Co.) U.S. Pat. 4 164 576; CA (1980)92; 41968q

  4. Carr J. B. (Shell Oil Co.) U.S. Pat. 4 180 572; CA (1980)92: 146784e

  5. Shridhar D. R., Jogibhukta M., Joshi P. P., Vishwakarma L. C., Narayan G. K., Singh P. P., Rao C. S., Junnarkar A. Y. (1981) Indian J. Chem. Sect. B20B (6): 474; CA (1981)95: 115432w

    Google Scholar 

  6. Chatterjee A., Basa S. C., (1969) Chem. Ind.11: 328; CA (1969)70: 115479a

    Google Scholar 

  7. Oliva L., Addeo F., Chioccara F., Prota G. (1978) Ann. Fac. Sci. Agrar. Univ. Studi Napoli12: 78; CA (1979)91: 2528f

    Google Scholar 

  8. Lacy G. H., Hirano S. S., Victoria J. I., Kelman A., Upper C. D., (1979) Phytopathology69(7): 757; CA (1979)91: 154427k

    Google Scholar 

  9. Puschmann I., Erker T. (1993) Heterocycles36: 1323

    Google Scholar 

  10. Hurd C. D., Kreuz K. L. (1952) J. Am. Chem. Soc.74: 2965

    Google Scholar 

  11. Klemm L. H., Hsin W. (1975) J. Heterocyclic Chem.25: 1183

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut für Pharmazeutische Chemie, Universität Wien, A-1090, Wien, Österreich

    I. Puschmann & T. Erker

Authors
  1. I. Puschmann
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. Erker
    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

Puschmann, I., Erker, T. Studien zur Chemie von thienoanellierten O,N-und S,N-haltigen Heterocyclen, 5. Mitt.: Ein Zugang zum Thieno[2,3-b][1,4]oxazin-Ringsystem. Monatsh Chem 125, 927–932 (1994). https://doi.org/10.1007/BF00812707

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00812707

Keywords

Search

Navigation