Organocatalyzed Fluoride Metathesis | Zendy

Daniel Mulryan | Zendy; Andrew J. P. White | Zendy; Mark R. Crimmin | Zendy

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Organocatalyzed Fluoride Metathesis

Author(s) -

Daniel Mulryan,

Andrew J. P. White,

Mark R. Crimmin

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c03593

Subject(s) - chemistry , fluoride , metathesis , salt metathesis reaction , combinatorial chemistry , organic chemistry , inorganic chemistry , polymerization , polymer

A new organocatalyzed fluoride metathesis reaction between fluoroarenes and carbonyl derivatives is reported. The reaction exchanges fluoride (F - ) and alternate nucleophiles (OAc - , OCO 2 R - , 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.

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