114468-03-0Relevant articles and documents
Deprotonative Functionalization of the Difluoromethyl Group
Bernier, David,Donnard, Morgan,Leroux, Frédéric R.,Panossian, Armen,Pazenok, Sergii,Santos, Laura,Vors, Jean-Pierre
, (2020)
The functionalization of 3-(difluoromethyl)pyridine has been developed via direct deprotonation of -CHF2 with a lithiated base and subsequent trapping with various electrophiles in THF. In situ quenching gives access to 3-pyridyl-CF2-SiMe2Ph as a new silylated compound, which can be postfunctionalized with a fluoride source to obtain a larger library of 3-(difluoroalkyl)pyridines that could not be accessed via direct deprotonation.
Syntheses of New Aromatic Compounds with Fluorinated Side Chains and their Chemical Reactivity
Haas, Alois,Spitzer, Martin,Lieb, Max
, p. 1329 - 1340 (2007/10/02)
The syntheses of a wide range of aromatic compounds of the type p-Y-C6H4CF2X(4-13) are described, and the chemical behavior of these compounds as a function of substituent Y is investigated .Analogously the pyridine derivatives 15, 17, and 18 were synthesized and characterized.From a correlation of the 19F-NMR data of these compounds with the Hammett constant of Y, participation of C-F ?-back-donation is seen as the cause for an observed shift of the 19F signals to lower field.