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Reactions of CF3-enones with ethyl nitroacetate and nitromethane: synthesis of CF3-γ-nitroketones
Authors:Valentine G Nenajdenko  Sergey V Druzhinin  Elizabeth S Balenkova
Institution:Moscow State University, Department of Chemistry, Leninskie Gory, Moscow 119992, Russia
Abstract:Reactions of α,β-unsaturated CF3-ketones with nitromethane and ethyl nitroacetate have been investigated. We found that α,β-unsaturated trifluoromethylketones react with ethyl nitroacetate in the presence of calcinated potassium fluoride to form two classes of 1,4-conjugated addition products: CF3-γ-nitroketones and 6,6,6-trifluoro-2-nitro-5-oxohexanoates in nearly quantitative yields. The products obtained are precursors for CF3-pyrrolidine synthesis.
Keywords:CF3-Enones  γ-Nitroketones  Michael addition  CF3-Groups  Nitromethane  Nitroacetate
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