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Transformation of acridines and azepines into the corresponding 3-oxo-heterocycles by means of hypervalent aromatic iodine compounds

Oxidation von Acridinen und Azepinen in ihre 3-Oxoderivate mit Hilfe von hypervalenten aromatischen Jodverbindungen (Kurze Mitt.)

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  • Organische Chemie Und Biochemie
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Summary

The acridines3,5, and6, as well as the dibenzo[b,f]-azepine4 were converted into the 3-oxo-derivatives7–10 using hypervalent iodine compounds (iodosylbenzene and bis-(trifluoroacetoxy)iodopentafluorobenzene).

Zusammenfassung

Die Acridine3,5 und6 sowie das Dibenzo[b,f]azepin4 wurden mit Hilfe der beiden hypervalenten Jod-Verbindungen Jodosobenzol (1) und Bis-trifluoroacetoxyiodbenzol (2) zu den entsprechenden 3-Acridinonen7,9 und10 sowie zum Dibenzoazepin-3-on8 oxidiert.

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References

  1. Banks D. F. (1966) Chem. Rev.66: 243; Varvoglis A. (1984) Synthesis: 709; Moriarty R. M., Praksch O. (1986) Acc. Chem. Res.19: 244

    Google Scholar 

  2. Varvoglis A. (1981) Chem. Soc. Rev.10: 377

    Google Scholar 

  3. Moriarty R. M., Vaid R. K., Ducan M. P., Ochiai N., Inenaga N., Nagao Y. (1988) Tetrahedron Lett.29: 6913

    Google Scholar 

  4. Haque K. E., Hardie K. H., Proctor G. R. (1972) J. Chem. Soc. PerkinI: 539

    Google Scholar 

  5. Barret R., Daudon M. (in press) Synth. Comm.

  6. Bird C. W., Latif M. (1980) Tetrahedron36: 529

    Google Scholar 

  7. Zimmer H., Lankin D. C., Horgan S. W. (1970) Chem. Rev.70: 229

    Google Scholar 

  8. Lucas H. J., Formo M. W., Kennedy E. R. (1955) In: Horning E. C. (Ed.) Org. Synth. Coll., Vol. III. Wiley, New York, p. 483

    Google Scholar 

  9. Lu F. H. H. (1984) Ph. D. Dissertation. Univ. Nebraska, Lincoln, Nebraska

    Google Scholar 

  10. Golstein H., Huser G. (1944) Helv. Chim. Acta: 616

  11. Terdic M., Bodea C. (1968) Rev. Roum. Chim.13: 833

    Google Scholar 

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Authors and Affiliations

  1. Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 51 Rue Cognacq, Jay, F-51096, Reims Cedex, France

    Roland Barret

  2. Laboratoire de Chimie Organique, Faculté de Pharmacie, 8 Avenue Rockefeller, F-69373, Lyon Cedex 08, France

    Marc Daudon

Authors
  1. Roland Barret
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  2. Marc Daudon
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Barret, R., Daudon, M. Transformation of acridines and azepines into the corresponding 3-oxo-heterocycles by means of hypervalent aromatic iodine compounds. Monatsh Chem 122, 323–325 (1991). https://doi.org/10.1007/BF00810833

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  • DOI: https://doi.org/10.1007/BF00810833

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