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

A. L. Sigan; A. S. Golubev; E. V. Belyaeva; S. M. Gorfinkel; N. D. Kagramanov; Yu. Ya. Spiridonov; N. D. Chkanikov

doi:10.1007/s11172-019-2422-6

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

Authors: Sigan A.L.¹, Golubev A.S.¹, Belyaeva E.V.¹, Gorfinkel S.M.¹, Kagramanov N.D.¹, Spiridonov Y.Y.², Chkanikov N.D.¹
Affiliations:
1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
2. All-Russian Research Institute of Phytopathology
Issue: Vol 68, No 1 (2019)
Pages: 99-103
Section: Full Articles
URL: https://journals.rcsi.science/1066-5285/article/view/243283
DOI: https://doi.org/10.1007/s11172-019-2422-6
ID: 243283

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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.