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2-Polyfluoroalkylchromones. 8. 2-Trifluoromethyl- and 6-nitro-2-trifluoromethylchromones in reactions with amines
Authors:Sosnovskikh  V Ya  Usachev  B I
Institution:(1) A. M. Gorky Ural State University, 51 prosp. Lenina, 620083 Ekaterinburg, Russian Federation
Abstract:The reactions of 6-nitro-2-trifluoromethylchromone with benzylamine, ethanolamine, and aniline afforded 3-benzyl(2-hydroxyethyl,phenyl)amino-4,4,4-trifluoro-1-(2-hydroxy-5-nitrophenyl)but-2-en-1-ones, respectively, whereas the reactions with ethylenediamine and diethylenetriamine gave rise to 5-(2-hydroxy-5-nitrophenyl)-7-trifluoromethyl-2,3-dihydro-1H-1,4-diazepine and 5-(2-hydroxy-5-nitrophenyl)-7-trifluoromethyl-1,4,8-triazabicyclo5.3.0]dec-4-ene, respectively. Morpholine added at the double bond of 2-trifluoromethyl- and 6-nitro-2-trifluoromethylchromones to form 2-morpholino-2-trifluoromethylchroman-4-one and its 6-nitro-substituted analog, respectively, whereas piperidine reacted only with 2-trifluoromethylchromone to yield 2-piperidino-2-trifluoromethylchroman-4-one.
Keywords:2-trifluoromethylchromones  primary and secondary amines  beta-amino-gif" alt="beta" align="MIDDLE" BORDER="0">-amino-beta-trifluoromethyl vinyl ketones" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-trifluoromethyl vinyl ketones  2  3-dihydro-1H-1  4-diazepine derivatives  2-morpholino- and 2-piperidino-2-trifluoromethylchroman-4-ones
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