| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1315703 | Journal of Fluorine Chemistry | 2006 | 6 Pages |
Indirectly introduce trifluoromethylthio-, alkylthio-, and trifluoromethylsulfinyl to pyrazole ring by a convenient reaction of a pyrazolyl disulfide with F3CBr and alkyl halides in the presence of sodium dithionite at room temperature. Followed by selective oxidation with H2O2 or trichloroisocyanuric acid (TCCA) to give trifluoromethylsulfenyl phenylpyrazole, alkylsulfenyl phenylpyazole, trifluoromethylsulfinyl phenylpyrazole 4a (a highly efficient insecticide named fipronil) and ethylsulfinyl phenylpyrazole 4c derivatives, respectively.
Graphical abstractA novel, convenient transformation of a pyrazolyl disulfide to sulfides with alkyl halides in the presence of sodium dithionite at room temperature, and a one-pot procedure of oxidizing sulfides to sulfoxides was described. Figure optionsDownload full-size imageDownload as PowerPoint slide
