Abstract
A simple and efficient protocol for the oxidation of trifluoromethyl, mono- and difluoromethyl sulfides to the corresponding sulfoxides without over-oxidation to sulfones, using TFPAA prepared in situ from trifluoroacetic acid and 15% H2O2 aqueous solution was developed. The methodology is suitable for a wide range of aromatic and aliphatic substrates in milligram and multigram scales.
Highlights
The synthesis of trifluoromethylsulfinyl containing compounds is a recent trend in current organic chemistry due to the practical significance of such compounds [1]
The most important and common method for the synthesis of trifluoromethylsulfoxides is the oxidation of the corresponding trifluoromethylsulfides using various oxidants, mainly peroxyacids, e.g. mCPBA [1]
It is noteworthy to mention that oxidation with mCPBA is sensitive to temperature
Summary
The synthesis of trifluoromethylsulfinyl containing compounds is a recent trend in current organic chemistry due to the practical significance of such compounds [1]. Over-oxidation frequently occurs and non-negligible amounts of trifluoromethylsulfone are formed [13] This reagent converts into m-chlorobenzoic acid, which is sometimes not easy to separate from the sulfoxide. On other hand, regarding the advantages of this method (easy to prepare and a prepare and a cheap reagent, trifluoroacetic acid as side product), we believed there was urgent important important in in the the context context of of an an exponential exponential growth growth of of molecules molecules bearing bearing a SCF3333 group group [1].
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