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Effects of various phosphines and additives on the vinylogous Wittig reaction
 | |||||
|---|---|---|---|---|---|
| Entry | Ar | PAr3 (equiv) | Additive | Additive (mol %) | Yielda [%] |
| 1 | 4-FC6H4 | 1 | BF3·Et2O | 10 | 63 |
| 2 | 4-FC6H4 | 1 | None | N/A | 30 |
| 3 | 4-FC6H4 | 1 | BF3·Et2O | 20 | 56 |
| 4 | 4-FC6H4 | 1.3 | BF3·Et2O | 30 | 66 |
| 5 | Ph | 1 | BF3·Et2O | 100 | 0 |
| 6 | Ph | 2 | BF3·Et2O | 100 | 0 |
| 7b | 4-FC6H4 | 1 | BF3·Et2O | 10 | 52 |
| 8 | 4-FC6H4 | 1 | TiCl4 | 10 | 62 |
| 9 | Ph | 1 | TBAF | 10 | 28 |
Isolated yield.
MeOH (two drops) was added.
