Cyclisation/fluorination of nitrogen containing dienes in superacid HF-SbF5: a new route to 3- and 4-fluoropiperidines.
Various N,N-diallylic amines and amides were rapidly converted to fluorinated piperidines after a novel cyclisation/fluorination reaction in superacid HF-SbF5.
Vardelle
Emilie
E
Université de Poitiers, UMR 6514-Laboratoire Synthèse et Réactivité des Substances Naturelles, 40, avenue du Recteur Pineau, F-86022, Poitiers Cedex, France.
Gamba-Sanchez
Diego
D
Martin-Mingot
Agnès
A
Jouannetaud
Marie-Paule
MP
Thibaudeau
Sébastien
S
Marrot
Jérôme
J
D000466:Alkadienes / Q000737:chemistry*; D000965:Antimony / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D005459:Fluorides / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D006858:Hydrofluoric Acid / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000466:Alkadienes; D006845:Hydrocarbons, Fluorinated; D010880:Piperidines; C529140:antimony pentafluoride; D000965:Antimony; D009584:Nitrogen; D005459:Fluorides; D006858:Hydrofluoric Acid