Table 2.
1-Aryl-1-fluoroethenes synthesizeda
| |||
|---|---|---|---|
| Entry | Product: Ar = | Methodb (Solvent) | Yieldc (%) |
| 1 |
|
A (CH2Cl2) | 71 |
| 2 | B (CH2Cl2) | 86 | |
| 3 |
|
A (CH2Cl2) | 57, 51d |
| 4 | B (CH2Cl2) | 61 | |
| 5 | B (THF) | 54 | |
| 6 |
|
A (CH2Cl2) | 92, 95d |
| 7 | B (CH2Cl2) | 81 | |
| 8 | B (THF) | 90 | |
| 9 |
|
A (CH2Cl2) | 76d |
| 10 | B (CH2Cl2) | 78 | |
| 11 | B (THF) | 71 | |
| 12 |
|
A (CH2Cl2) | 69, 92d |
| 13 | B (CH2Cl2) | 74 | |
| 14 | B (THF) | 91 | |
| 15 |
|
B (CH2Cl2) | 53 |
| 16 | B (THF) | 63 | |
| 17 |
|
A (CH2Cl2) | 99 |
| 18 | B (CH2Cl2) | 92 | |
| 19 | B (THF) | 83 | |
Sulfone 2b–h: 1 molar equiv; paraformaldehyde: 10 molar equiv.
Method A: DBU (10 molar equiv); Method B: Cs2CO3 (2 molar equiv).
Yield of isolated, purified products.
3 Molar equiv of DBU were used.