Bis(2-methoxyethyl)aminosulfur trifluoride, (CH3OCH2CH2)2NSF3 (Deoxo-Fluor reagent), is a new deoxofluorinating agent that is much more thermally stable than DAST (C2H5)2NSF3 and its congeners. It is effective for the conversion of alcohols to alkyl fluorides, aldehydes/ketones to the corresponding gem-difluorides, and carboxylic acids to the trifluoromethyl derivatives with, in some cases, superior performance compared to DAST. The enhanced stability is rationalized on the basis of conformational rigidity imposed by a coordination of the alkoxy groups with the electron-deficient sulfur atom of the trifluoride.

Bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor™) is effective for the conversion of alcohols to alkyl fluorides, aldehydes/ketones to the corresponding gemdifluorides and also for the transformation of carboxylic acids to their trifluoromethyl derivatives; it is a less thermally sensitive, broader-spectrum alternative to the traditional dialkylaminosulfur trifluoride (DAST) deoxofluorination reagents.

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Bis(2-methoxyethyl)aminosulfur Trifluoride: A New Broad-Spectrum Deoxofluorinating Agent with Enhanced Thermal Stability.-The title agent shows a greater range and scope of applicability than DAST. -(LAL, GAURI S.; PEZ, GUIDO P.; PESARESI, RENO J.; PROZONIC, FRANK M.; CHENG, HANSONG;

Bis(2-methoxyethyl)aminosulfur Trifluoride: A New Broad-Spectrum Deoxofluorinating Agent with Enhanced Thermal Stability.-The easily available title compound (II) proves to be an effective reagent for the facile conversion of alcohols (III) and sugars (V) to corresponding alkyl fluorides [(IV) and (VI)], aldehydes and ketones (VII) to the corresponding gem-difluorides (VIII), and carboxylic acids (IX) to their trifluoromethyl derivatives (XI) via acyl fluorides (X). It is a less thermally sensitive, broader-spectrum alternative to the traditional dialkylaminosulfur trifluoride (DAST) deoxofluorination reagents.-(LAL, GAURI S.; PEZ, GUIDO P.; PESARESI, RENO J.; PROZONIC, FRANK M.; Chem.