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Russian Chemical Bulletin

, Volume 68, Issue 1, pp 99–103 | Cite as

Synthesis of ethyl 5-aryl-5-(trifluoromethyl)-4,5-dihydroisoxazole-3-carboxylates, exhibiting plant growth-regulating properties

  • A. L. SiganEmail author
  • A. S. Golubev
  • E. V. Belyaeva
  • S. M. Gorfinkel
  • N. D. Kagramanov
  • Yu. Ya. SpiridonovEmail author
  • N. D. Chkanikov
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Abstract

A convenient method for the synthesis of high-boiling-point α-(trifluoromethyl)styrenes was proposed. The regioselective synthesis of a series of ethyl 5-aryl-5-(trifluoromethyl)-4,5- dihydroisoxazole-3-carboxylates was conducted by the reaction of ethyl nitroacetate with α-(trifluoromethyl)styrenes in the presence of 1,4-diazabicyclo[2.2.2]octane as a catalyst. The effect of the resulting compounds on seed germination and root formation was studied.

Key words

α-(trifluoromethyl)styrenes ethyl 5-aryl-5-(trifluoromethyl)-4,5-dihydroisoxazole-3-carboxylates ethyl nitroacetate 1,3-cycloaddition nitrile oxide plant growth regulator metsulfuron-methyl. 

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Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  • A. L. Sigan
    • 1
    Email author
  • A. S. Golubev
    • 1
  • E. V. Belyaeva
    • 1
  • S. M. Gorfinkel
    • 1
  • N. D. Kagramanov
    • 1
  • Yu. Ya. Spiridonov
    • 2
    Email author
  • N. D. Chkanikov
    • 1
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation
  2. 2.All-Russian Research Institute of PhytopathologyBol′shie VyazemyRussian Federation

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