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Synthesis of regioisomeric N- and O-alkylated 3-polyfluoroalkyl-1,2-dihydroquinoxalin-2-ones
Authors:Ivanova  A. E.  Khudina  O. G.  Burgart  Ya. V.  Saloutin  V. I.
Affiliation:1.I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. S. Kovalevskoi, 620041, Ekaterinburg, Russian Federation
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Abstract:
3-Polyfluoroalkyl-1,2-dihydroquinoxalin-2-ones react with 4-bromobutyl acetate to furnish 1-(4-acetoxybutyl)quinoxalin-2-ones and 2-(4-acetoxybutoxy)quinoxalines in the ratio 2: 1. Deacylation of these compounds under acidic conditions gives the corresponding 1-(4-hydroxybutyl)- and 2-(4-hydroxybutoxy)-substituted quinoxalines. The structures of compounds synthesized were established by X-ray crystallography, IR spectroscopy, 1H and 19F NMR spectroscopy, GLC-MS.
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