Official websites use .gov
A
.gov website belongs to an official
government organization in the United States.
Secure .gov websites use HTTPS
A lock (
) or https:// means you've safely
connected to the .gov website. Share sensitive
information only on official, secure websites.
Optimization of reaction conditions for hydrofluorination
 | ||||
|---|---|---|---|---|
| Entry | Fluorinating reagent | Temp./°C | Yield/% | Z/E |
| 1 | A | 70 | 0 | — |
| 2 | B | 70 | 0 | — |
| 3 | C | 70 | 0 | — |
| 4 | D | 70 | < 5 | 1 : 5 |
| 5 | E | 70 | 45 | 36 : 1 |
| 6 | F | 70 | 74 | > 50 : 1 |
| 7 | F | 70 | 82[a] (76)[b] | > 50 : 1 |
| 8 | F | r.t. | < 5 | 1 : 5 |
| 9 | HBF4•Et2O | r.t. | 42[b] | 1 : 11 |
| 10 | HBF4•Et2O | 70 | 0[c] | — |
LiBF4 (25 mol %) was added as an additive.
Isolated yield.
Reaction time: 1 h, with complete conversion of the starting alkyne to tarry materials.
