Chemistry of Heterocyclic Compounds

, Volume 26, Issue 3, pp 357–361 | Cite as

Unexpected route to 3-substituted 4,6-dinitroanthranils by oxidation of anionic σ-complexes of 1,3,5-trinitrobenzene

  • S. V. Kovalenko
  • G. A. Artamkina
  • P. B. Terent'ev
  • V. K. Shevtsov
  • I. P. Beletskaya
  • O. A. Reutov
Article

Abstract

Oxidation of anionic σ-complexes of trinitrobenzene with C-C bonds by the CuBr/CCl4 system forms 3-R-4,6-dinitroanthranils. When this reaction is carried out a CH2R group must be at the geminal node of the σ-complex and 18-crown-6-ether.

Keywords

Oxidation Organic Chemistry Trinitrobenzene 

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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • S. V. Kovalenko
    • 1
  • G. A. Artamkina
    • 1
  • P. B. Terent'ev
    • 1
  • V. K. Shevtsov
    • 1
  • I. P. Beletskaya
    • 1
  • O. A. Reutov
    • 1
  1. 1.M. V. Lomonosov State UniversityMoscow

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