Lactonizations of carboxylic acid-substituted 3-fluorodihydropyridines with electrophiles: peculiar behaviour of F(+).
Whereas for 3-fluorodihydropyridine-substituted carboxylic acids electrophiles such as HCl, iodine, bromine and peracids discriminate the double bond lacking and that bearing fluorine, no such differentiation took place in the case of electrophilic fluorine since the formation of both mono and gem-difluorolactones took place.
Rudler
Henri
H
Laboratoire de Chimie Organique, Université Pierre et Marie Curie, 75252, Paris cedex 5, France. henri.rudler@upmc.fr
Parlier
Andrée
A
Hamon
Louis
L
Herson
Patrick
P
Daran
Jean-Claude
JC
D002264:Carboxylic Acids / Q000737:chemistry*; D004095:Dihydropyridines / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular
D002264:Carboxylic Acids; D004095:Dihydropyridines; D007783:Lactones