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Synlett 2001; 2001(6): 0821-0823
DOI: 10.1055/s-2001-14594
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Tetrakis(dimethylamino)ethylene (TDAE) Mediated Addition of Heterocyclic Difluoromethyl Anions to Heteroaryl Aldehydes. A Facile Synthetic Method for New gem-Difluorinated Alcohols Derived from 4-Bromo-1-naphthylamine and 8-Quinolylamine

Maurice Médebielle* , Robert Keirouz, Etsuji Okada, Takuro Ashida
  • *Université Claude Bernard-Lyon 1, Laboratoire de Synthèse, Electrosynthèse et Réactivité des Composés Organique Fluorés (SERCOF), UMR CNRS 5622, Bâtiment E. Chevreul, 43 Bd du 11 Novembre 1918, F-69622 Villeurbanne Cedex, France; Fax + 33 (4) 72 43 13 23; E-mail: medebiel@univ-lyon1.fr
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Publication Date:
31 December 2001 (online)

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New heterocyclic-CF2CHOH-Ar derivatives, derived from N,N-dimethyl-4-bromo-2-difluoracetyl-1-naphthylamine and N,N-dimethyl-5-difluoroacetyl-8-quinolylamine, are easily obtained in moderate to good yields from the tetrakis(dimethylamino)ethylene (TDAE) mediated reduction of the corresponding - COCF2Cl starting materials in the presence of heteroaryl aldehydes.

electron transfer - fluorine - naphthylamines - quinolylamines - heterocycles

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