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Silver-Catalyzed Coupling of Unreactive Carboxylates: Synthesis of α-Fluorinated O -Aryl Esters.

Kotaro KikushimaKeina KomiyamaNarumi UmekawaKohei YamadaYasuyuki KitaToshifumi Dohi
Published in: Organic letters (2024)
α-Fluorinated aryl esters pose a challenge in synthesis via O -arylation of α-fluorinated carboxylates owing to their low reactivities. This limitation has been addressed by combining a silver catalyst with aryl(trimethoxyphenyl)iodonium tosylates to access α-fluorinated aryl esters. We envision that the catalytic system involves high-valent aryl silver species generated via the oxidation of silver(I) salt. The present method provided a synthetic protocol for various α-fluorinated aryl esters including fluorinated analogs of drug derivatives.
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