Categories: C-F Bond Formation >
Synthesis of difluoroalkanes
| Related |
 |
Recent Literature
Bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor
reagent) is a new deoxofluorinating agent that is much more thermally stable
than DAST (C2H5)2NSF3. It is effective for the conversion of
alcohols to alkyl fluorides, aldehydes and ketones to the corresponding
gem-difluorides, and carboxylic acids to the trifluoromethyl derivatives with,
in some cases, superior performance compared to DAST.
G. S. Lal, G. P. Pez, R. J. Pesaresi, F. M. Prozonic, H. Cheng, J. Org.
Chem., 1999,
7048-7054.
Easily prepared 2-alkyl-1,3-dithiane derivatives were reacted with BrF3
to form the corresponding 1,1-difluoromethyl alkanes in good yield. The reaction
proceeds well with primary alkyl halides. The limiting step for secondary alkyl
halides is the relatively low yield of the dithiane preparation.
R. Sasson, A. Hagooly, S. Rozen, Org. Lett., 2003, 59,
3635-3641.
