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Organocatalyzed Fluoride Metathesis

preprint
submitted on 01.09.2020 and posted on 01.09.2020 by Mark Crimmin, Daniel Mulryan, Andrew J. P. White
A new organocatalyzed fluoride metathesis reaction between fluoroarenes and carbonyl derivatives is reported. The reaction exchanges fluoride (F–) and alternate nucleophiles (OAc–, CO2R–, SR–, Cl–, CN–, NCS–). The approach provides a conceptually novel route to manipulate the fluorine content of organic molecules. By combining fluorination and defluorination steps into a single catalytic cycle, a byproduct free and 100% atom-efficient reaction can be achieved.

Funding

ERC StG 677367 (FluoroFix)

History

Email Address of Submitting Author

m.crimmin@imperial.ac.uk

Institution

Imperial College London

Country

United Kingdom

ORCID For Submitting Author

0000-0002-9339-9182

Declaration of Conflict of Interest

No Conflicts of Interest

Version Notes

Version 1.0

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