Skip to main content
Log in

Photocycloaddition of 2,3-dimethylmaleimide to selenophene and 3,4-dimethylselenophene

Photocycloaddition von 2,3-Dimethylmaleimid an Selenophen und 3,4,-Dimethylselenophen

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

Summary

The benzophenone sensitized photocycloaddition of 2,3-dimethylmaleimide to selenophene and 3,4-dimethylselenophene was carried out first to generalize the photoaddition reaction of methylmaleic anhydride derivatives to selenophene, using this time the nitrogen analogue, and second to reexamine the composition of the product mixture formed in the reaction. It was found that in adition to the 1:1 adduct isolated in previous investigations, three geometrical isomers may be proposed for the 2:1 adduct (two molecules of maleimide of one of selenophene or its methyl derivative).

Zusammenfassung

Die benzophenonsensitivierte Photocycloaddition von 2,3-Dimethylmaleimid an Selenophen und 3,4-Dimethylselenophen wurde durchgeführt, um erstens die Photoadditionsreaktionen von Methylmaleinsäureanhydridderivaten an Selenophen allgemein zu studieren und um zweitens die Zusammensetzung der bei der Reaktion gebildeten Produktgemische erneut zu untersuchen. Zusätzich zu dem bei früheren Arbeiten gefundenen 1:1-Addukt werden drei geometrische Isomere für das 2:1 — Addukt (2 Moleküle Maleimid und 1 Molekül Selenophen oder 3,4-Dimethylselenophen) vorgeschlagen.

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. Rivas C., Pacheco D., Vargas F. (1980) J. Heterocyclic Chem.17: 1151

    Google Scholar 

  2. Nakano T., Rivas C., Pérez C., Tori K. (1973) J. Chem. Soc., Perkin Trans.I: 2322

    Google Scholar 

  3. Leon V., Bolivar R. A., Tasayco M. L., Gonzalez R., Rivas C. (1983) Org. Magnetic Res.21: 470

    Google Scholar 

  4. Flores S. E., Velez M., Rivas C. (1971) Org. Mass Spectrom.5: 1049

    Google Scholar 

  5. Pacheco D., Rivas C., Vargas F. (1983) J. Heterocyclic Chem.20: 1465

    Google Scholar 

  6. Fringuelli F., Taticchi A. (1978) J. Heterocyclic Chem.15: 137

    Google Scholar 

  7. Rivas C., Pérez C., Nakano T. (1975) Rev. Latinoam. Quim.6: 166; Chem. Abs. (1976)84: 120785r

    Google Scholar 

  8. Gronowitz S., Frejd T. (1976) J. Heterocyclic Chem.13: 1319

    Google Scholar 

  9. Barbey G., Dian G., Merlet N., Outurquin F., Paulmier C. (1986) Synthesis 181

  10. Organic Synthesis coll. Vol. 1 (1958) Wiley, New York, p. 457

  11. Satisfactory analytical data (C, H, N, Se) were obtained for the reported compounds

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rivas, C., Vargas, F., Torrealba, A. et al. Photocycloaddition of 2,3-dimethylmaleimide to selenophene and 3,4-dimethylselenophene. Monatsh Chem 125, 1153–1158 (1994). https://doi.org/10.1007/BF00811523

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00811523

Keywords

Navigation