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Synlett 2001; 2001(3): 0379-0381
DOI: 10.1055/s-2001-11390
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A Facile New Method for the Two-step Substitution of Hydroxy Groups in Primary Alcohols for Trifluoromethyl and Pentafluoroethyl Moieties

Dmitri V. Sevenard* , Peer Kirsch, Gerd-Volker Röschenthaler, Valery N. Movchun, Alexander A. Kolomeitsev
  • *Institut für Anorganische und Physikalische Chemie, Universität Bremen, Leobener Strasse, 28334 Bremen, Germany; Fax+ 49-421-218-42-67; E-mail: alex@chemie.uni-bremen.de
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Publication Date:
31 December 2001 (online)

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In an efficient procedure the nucleophilic trifluoromethylation and pentafluoroethylation of alkyl triflates using (trifluoromethyl)- and (pentafluoroethyl)trimethylsilane in the presence of anhydrous tetramethylammonium fluoride is achieved giving 71-80% isolated yields.

perfluoroalkylation - (perfluoroalkyl)trimethylsilane - anhydrous tetramethylammonium fluoride - nucleophilic substitution