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Ring-Closing Synthesis of Dibenzothiophene Sulfonium Salts and Their Use as Leaving Groups for Aromatic 18F-Fluorination.

Thibault GendronKerstin SanderKlaudia CybulskaLaure BenhamouPak Kwan Brian SinAqsa KhanMichael WoodMichael J PorterErik Årstad
Published in: Journal of the American Chemical Society (2018)
Herein, we report a novel intramolecular ring-closing reaction of biaryl thioethers that give access to highly functionalized dibenzothiophene sulfonium salts under mild conditions. The resulting precursors react regioselectively with [18F]fluoride to give [18F]fluoroarenes in predictable radiochemical yields. The strategy expands the available radiochemical space and provides superior labeling efficiency for clinically relevant PET tracers.
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