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Russian Journal of Organic Chemistry

, Volume 43, Issue 2, pp 263–270 | Cite as

Synthesis of 4-trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones by cyclocondensation of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1H-isoindoles

  • A. V. Biitseva
  • O. V. Gordienko
  • M. Yu. Kornilov
  • V. A. Sukach
  • M. V. Vovk
  • O. V. Shishkin
  • V. V. D’yakonenko
Article

Abstract

4-Trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones were prepared by reaction of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1H-isoindoles in the presence of triethylamine. In some events alongside the main product isomeric 2-trifluoromethyl-2,3-dihydro-1,3,5-triazino[2,1-a]isoindol-4-ones were obtained. The regioselectivity of the reaction is affected by sterical and electronic characteristics of substituents and by temperature.

Keywords

Isocyanate Torsion Angle Phthalonitrile Triazino Trifluoromethyl Substituent 
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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Copyright information

© Pleiades Publishing, Ltd. 2007

Authors and Affiliations

  • A. V. Biitseva
    • 1
  • O. V. Gordienko
    • 1
  • M. Yu. Kornilov
    • 1
  • V. A. Sukach
    • 2
  • M. V. Vovk
    • 2
  • O. V. Shishkin
    • 3
  • V. V. D’yakonenko
    • 3
  1. 1.Taras Shevchenko Kiev National UniversityKievUkraine
  2. 2.Institute of Organic ChemistryNational Academy of Sciences of the UkraineKievUkraine
  3. 3.Research and Technology Enterprise “Institute of Single Crystals”National Academy of Sciences of the UkraineKievUkraine

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