Organocatalyzed Fluoride Metathesis
Daniel Mulryan, Andrew J. P. White, Mark R. Crimmin
Abstract
A new organocatalyzed fluoride metathesis reaction between fluoroarenes and carbonyl derivatives is reported. The reaction exchanges fluoride (F–) and alternate nucleophiles (OAc–, OCO2R–, SR–, Cl–, CN–, NCS–). The approach provides a conceptually novel route to manipulate the fluorine content of organic molecules. When the fluorination and defluorination steps are combined into a single catalytic cycle, a byproduct free and 100% atom-efficient reaction can be achieved.
Topics & Concepts
ChemistryFluorideMetathesisSalt metathesis reactionCombinatorial chemistryOrganic chemistryInorganic chemistryPolymerizationPolymerFluorine in Organic ChemistryInorganic Fluorides and Related Compounds