title: Substitution effect on the cylization/fluorination reaction of N-dienes in superacid.
abstract: The novel cyclization/fluorination reaction of N-dienes in superacid was extended to substituted substrates. The influence of the substitution on superelectrophilic character of dicationic intermediates was shown and its dramatic effect on the synthesis of fluoropiperidines was studied. On the basis of new dicationic alpha-chloronium ammonium intermediates, starting from halogen-substituted dienes, high-valued fluorinated piperidines were synthesized.
authors: Université de Poitiers-UMR 6514-Laboratoire Synthèse et Réactivité des Substances Naturelles, 40, avenue du Recteur Pineau, F-86022 Poitiers Cedex, France.
authors: Emilie
authors: E
authors: Vardelle
authors: Agnès
authors: A
authors: Martin-Mingot
authors: Marie-Paule
authors: MP
authors: Jouannetaud
authors: Christian
authors: C
authors: Bachmann
authors: Jérôme
authors: J
authors: Marrot
authors: Sébastien
authors: S
authors: Thibaudeau
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000965:Antimony / Q000737:chemistry*; D003500:Cyclization; D005459:Fluorides / Q000737:chemistry*; D054879:Halogenation; D006219:Halogens / Q000737:chemistry; D006858:Hydrofluoric Acid / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry
chemical_list: D000475:Alkenes; D006219:Halogens; D010880:Piperidines; C529140:antimony pentafluoride; D000965:Antimony; D009584:Nitrogen; D005459:Fluorides; D006858:Hydrofluoric Acid