N-Trifluoromethylthiophthalimide: A Stable Electrophilic SCF3-Reagent and its Application in the Catalytic Asymmetric Trifluoromethylsulfeny lation

摘要

Over the years, much attention has been devoted to the development of efficient methods for the stereoselective introduction of fluorinated moieties into organic molecules because of their ability to significantly change the physical and chemical properties of the parent compounds. It has been established that the pharmacological properties, including solubility, lipophilicity, metabolic stability, and bioavailability, can be dramatically enhanced by incorporating fluoroalkyl groups into the molecules. Among various established fluoroalkyl groups, the trifluoromethanesulfenyl group (SCF3) is of current interest because of its remarkable properties, in particular its high stability and electronegativity, which can be useful in the rational modification of drug candidates.