Table 3.
Entry | TiF4 (equiv) |
3HF·TEA (equiv) |
Time | Temp. | Solvent | Conversion | Yield |
1 | 1.5 | 3.0 | 5 h | 0 °C to rt | DCM | 39% | – |
2 | 1.5 | 3.0 | 16 h | 0 °C to rt | DCM | >90% | 42% |
3 | 0.5 | 3.0 | 16 h | 0 °C to rt | DCM | – | – |
4 | 1.5 | 3.0 | 16 h | 0 °C to rt or reflux | THF | – | – |
5 | 1.5 | 3.0 | 16 h | 0 °C to rt, then reflux | DCE | 10% | – |