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Synlett 1999; 1999(6): 725-726
DOI: 10.1055/s-1999-2705
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First Synthesis of 2,4-Bis(trifluoroacetyl)-6-dimethylaminopentafulvene by a Sequence of Reactions Involving DMF, Trifluoroacetic Anhydride, and Cyclopentadiene

Caroline Lamarre* , Lucien Stella
  • *Université d'Aix-Marseille III, Laboratoire de Chimie Moléculaire Organique, associé au CNRS, 13397 Marseille Cédex 20, France
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Publication Date:
31 December 1999 (online)

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Trifluoroacetic anhydride reacts with dimethylformamide in the presence of cyclopentadiene to afford a 6-dimethylamino-pentafulvene bearing two trifluoroacetyl groups in position 2 and 4.

DMF activation - trifluoroacylation - iminium salts - fulvene - trifluoromethyl ketone