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oxidative cyclization of α-(o-iodophenyl)cinnamic acids as a new route to certain phenanthrene derivatives

  • A. N. Nesmeyanov
  • T. P. Tolstaya
  • L. N. Vanchikova
  • A. V. Petrakov
Organic Chemistry

Conclusions

The cyclization of theα-(o-iodophenyl)-m- andα-(o-iodophenyl)-p-bromocinnamic acids using K2S2O8 in conc. H2SO4 gave the 2-bromo- and 3-bromo-10-carboxydibenz[b,f]iodepinium betaines, whose thermolysis in conc. HI leads to the 2-bromo- and 3-bromo-9-phenanthrenecarboxylic acids. The analogous cyclization does not go in the case of theα-(o-iodophenyl)-p- andα-(o-iodophenyl)-o-nitrocinnamic acids.

Keywords

H2SO4 Betaine Phenanthrene Thermolysis Cinnamic Acid 
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.

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • A. N. Nesmeyanov
    • 1
    • 2
  • T. P. Tolstaya
    • 1
    • 2
  • L. N. Vanchikova
    • 1
    • 2
  • A. V. Petrakov
    • 1
    • 2
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRMoscow
  2. 2.M. V. Lomonosov Moscow State UniversityUSSR

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