Electrolytic fluorination of organic compounds

Electrochemical fluorination of dimethyl glutarate and its characterization

“…These studies indicate high selectivity toward fluorination of active methylene group attached to sulfur atom [5][6][7][8].…”

“…[11][12][13] Compound Structure Chemical shifts (δ, ppm) Mechanism for the formation of 2 is indicated in Scheme 1. Formation of 2 probably occurs through the conventional EC B EC N mechanism (Scheme 1) proposed for selective electrochemical fluorination, where E was the electrochemical step which involves removal of an electron, then C B refers to abstraction of proton by conjugate base, and C N refers to nucleophilic fluoride attack [4][5][6][7]. Further fluorination without the cleavage of the ester group may also follow similar mechanistic pathway leading to difluoro compound (4), which has been already discussed in the previous section.…”

“…Partial fluorination of aromatic compounds by electrochemical method in fluoride containing solvent-free electrolyte systems has been extensively studied and reviewed [5][6][7][8].…”

NMR Studies of Complexes of Fluorides of Triethylamine

“…Despite the availability of multi step chemical routes, attempts have been made in this laboratory to synthesize fluorination of amine through single step electrochemical fluorination. For partial fluorination of aromatic compounds the electrochemical method, in fluoride containing solvent free electrolyte systems, has been extensively studied in this laboratory and reviewed [5][6][7][8]. These studies are mainly aimed at to fluorinate active methylene group attached to sulfur atom.…”

Electrochemical partial fluorination of organic compounds: 81. Regioselective anodic fluorination of O-methyl S-aralkyl thiocarbonates

“…Although many fluorinating reagents have been developed, they are usually explosive, toxic, unstable, or expensive. On the other hand, an electrochemical method for the introduction of fluorine atom(s) into organic compounds has been proved to be an attractive alternative methodology [1][2][3][4][5][6]. The method is often synthetically more elegant compared with conventional chemical methods, and allows the fluorination to be performed with high regioselectivity under safe conditions.…”