Extending the substrate scope of palladium-catalyzed arylfluorination of allylic amine derivatives

Abstract

Fluorinated molecules often show superior bioactivity or ADME (absorption, distribution, metabolism, and excretion) properties compared to their non-fluorinated analogues. In fact, 20–30 % of newly approved drugs and the majority of recently approved agrochemicals are organofluorine compounds. Unsurprisingly, there is great interest in the development of new and/or improved processes for fluorine incorporation. Pd-catalyzed arylfluorination of alkenes is a novel, emerging fluorination method, which simultaneously introduces a fluorine atom and an aryl group into an alkene framework. The aim of the current work was studying, improving, and extending a literature arylfluorination protocol, which originally utilized N-allylated sulfonamide substrates.