Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding the laborious and hazardous distillation of dialkylaminosulfur trifluorides. Unlike DAST, Deoxo-Fluor, and Fluolead, XtalFluor reagents do not generate highly corrosive free-HF and therefore can be used in standard borosilicate vessels. When used in conjunction with promoters such as Et3N·3HF, Et3N·2HF, or DBU, XtalFluor reagents effectively convert alcohols to alkyl fluorides and carbonyls to gem-difluorides. These reagents are typically more selective than DAST and Deoxo-Fluor and exhibit superior performance by providing significantly less elimination side products.

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The title salts are more stable and more easily handled than DAST and Deoxo-Fluor and can be prepared in a safer and more cost-effective manner. In combination with DBU, NEt3·3HF, or NEt3·2HF they allow convenient formation of alkyl fluorides from alcohols, gem-difluorides from carbonyl compounds, and α-fluorothioethers from sulfoxides. -(L'HEUREUX, A.; BEAULIEU, F.; BENNETT, C.; BILL, D. R.; CLAYTON, S.; LAFLAMME, F.; MIRMEHRABI, M.; TADAYON, S.; TOVELL, D.; COUTURIER*, M.; J. Org.