1 research outputs found
Developing Efficient Nucleophilic Fluorination Methods and Application to Substituted Picolinate Esters
This
report describes nucleophilic fluorination of 3 and 5-substituted
picolinate ester substrates using potassium fluoride in combination
with additive promoters. Agents such as tributylmethylammonium or
tetraphenylphosphonium chloride were among the best additives investigated
giving improved fluorination yields. Additionally, the choice of additive
promoters could influence the potential formation of new impurities
such as alkyl ester exchange. Other parameters explored in this study
include additive stoichiometry, temperature influence on additive
degradation, solvent selection, product isolation by solvent extraction,
and demonstration of additive recycling