| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1314579 | Journal of Fluorine Chemistry | 2013 | 5 Pages |
•α-(Trifluoromethyl)benzyl substituted oxaziridines.•Oxidation of 3-imino-1,1,1-trifluoro-2-arylpropan-2-ols with m-CPBA led to CF3-functionalized oxaziridines.•A similar procedure was applied for their trimethylsilyl protected derivatives.•In all reactions studied, mixtures of diastereoisomers were formed.•The prepared oxaziridines were shown to be able to oxidize thioanisole in the presence of methanesulfonic acid.
The synthesis of N-substituted oxaziridines bearing an α-(trifluoromethyl)benzyl substituent at C(3) was achieved by m-CPBA oxidation of the corresponding 3-imino-1,1,1-trifluoro-2-arylpropan-2-ols and their trimethylsilyl protected derivatives, respectively. In all cases, mixtures of diastereoisomers were formed. The prepared oxaziridine derivatives were shown to be able to oxidize thioanisole to thioanisole S-oxide in the presence of methanesulfonic acid.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
