Table 5.
Oxidative desulfurization-fluorination towards ROCF3 compounds.
| Xanthogenate 2 | Fluoride sourcea (mol) | N-halo imideb (mol) | ArOCF3c | Yield (%) |
| 4-n-Pr-C6H4- | 70% HF/Py (40) | DBH (3) | 4-n-Pr-C6H4-OCF3 | 81 |
| TBAH2F3 (5) | NBS (4) | 4-n-Pr-C6H4-OCF2SMe | 58 | |
| 4-n-Hex-C6H4- | 70% HF/Py (80) | DBH (3) | 4-n-Hex-C6H4-OCF3 | 50 |
| 4-PhCH2O-C6H4- | 70% HF/Py (80) | DBH (4) | 4-PhCH2O-C6H4-OCF3 | 56 |
| 4-Br-C6H4- | 70% HF/Py (80) | DBH (3) | 4-Br-C6H4-OCF3 | 62 |
| Ph-CH2CH2CH2- | 70% HF/Py (80) | DBH (3) | Ph-CH2CH2CH2-OCF3 | 75 |
| n-C16H33- | 70% HF/Py (80) | DBH (3) | n-C16H33-OCF3 | 95 |
aMol amounts of HF/Py (70%) or tetrabutylammonium dihydrogen trifluoride (TBAH2F3) for 1 mol of 2. bMol amounts of 1,3-dibromo-5,5-dimethylhydantoin (DBH) or N-bromosuccinimide (NBS). cIsolated yield.