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Synthesis 2000; 2000(6): 838-842
DOI: 10.1055/s-2000-6283
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Preparation of α,α-Disubstituted Trifluoromethyl Ketones via Suzuki Reaction of Bromoenamines

Julien Legros* , Denis Bouvet, Benoît Crousse, Danièle Bonnet-Delpon, Jean-Pierre Bégué
  • *Laboratoire BIOCIS associé au CNRS, Centre d'Etudes Pharmaceutiques, Rue J. B. Clément, F-92296 Châtenay-Malabry, France; Fax +33 (1) 46 83 57 40; E-mail: daniele.bonnet-delpon@cep.u-psud.fr
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Publication Date:
31 December 2000 (online)

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Palladium-catalyzed cross-coupling reaction of β-amino-β-trifluoromethylvinyl bromides 7 and 8 with boronic acids has been achieved to afford new stable β,β-disubstituted α-trifluoromethyl enamines 12 and 13, which can be used as masked ketones. The ketone function can be released in acidic medium.

vinyl bromides - cross-coupling - boronic acids - enamines - trifluoromethyl ketones - hydrolysis