1266381-30-9Relevant academic research and scientific papers
Synthesis of 2-trifluoromethylated quinolines from CF3-alkenes
Abaev, Vladimir T.,Muzalevskiy, Vasiliy M.,Nenajdenko, Valentine G,Sizova, Zoia A.
, p. 4303 - 4319 (2021)
α-CF3-enamines can be prepared by the reaction of pyrrolidine with the corresponding haloalkenes. The prepared enamines react with 2-nitrobenzaldehydes to give ortho-nitro-substituted α,β-diaryl-CF3-enones highly stereoselectively in up to 88% yield. Subsequent reduction of the nitro-group by an Fe-AcOH system promotes intramolecular cyclization to afford 2-CF3-3-arylquinolines in up to 99% isolated yield. High synthetic utility of all synthetic steps of the sequence was shown. A one-pot procedure was developed to give the target trifluoromethylated quinolines directly from enamines or haloalkenes. This journal is
Selective synthesis of α-trifluoromethyl-β-aryl enamines or vinylogous guanidinium salts by treatment of β-halo-β-trifluoromethylstyrenes with secondary amines under different conditions
Muzalevskiy, Vasiliy M.,Nenajdenko, Valentine G.,Rulev, Alexander Yu.,Ushakov, Igor A.,Romanenko, Galina V.,Shastin, Aleksey V.,Balenkova, Elizabeth S.,Haufe, Günter
experimental part, p. 6991 - 7000 (2009/12/09)
Unprecedented selective reactions of β-halo-β-trifluoromethylstyrenes with secondary amines under different conditions were discovered. Depending on the electronic properties of the starting styrenes and?the reaction parameters, two pathways were found. W
