The effect of solvent and temperature for synthesis of pentafulvenea.
| Entry | Solvent | Temp. (°C) | Yieldb (%) |
|---|---|---|---|
| 1 | DMF | Reflux | 80 |
| 2 | DMF | 130 | 85 |
| 3 | DMF | 110 | 92 |
| 4 | DMF | 90 | 92 |
| 5 | DMF | 70 | 92 |
| 6 | DMF | 50 | 92 |
| 7 | DMF | r.t. | 92 |
| 8 | DMSO | r.t. | 74 |
| 9 | Dioxane | r.t. | 82 |
| 10 | CH3CN | r.t. | 69 |
| 11 | CH2Cl2 | r.t. | 77 |
| 12 | EtOAc | r.t. | 82 |
| 13 | THF | r.t. | 74 |
| 14 | Toluene | r.t. | 69 |
| 15 | CHCl3 | r.t. | 77 |
| 16 | n-Hexane | r.t. | 21 |
| 17 | Benzene | r.t. | 17 |
| 18 | CCl4 | r.t. | 15 |
| 19 | Cyclohexane | r.t. | 10 |
| 20 | H2O | r.t. | 29 |
| 21 | EtOH | r.t. | 21 |
| 22 | i-PrOH | r.t. | 32 |
| 23 | MeOH | r.t. | 18 |
| 24 | Solvent-free | r.t. | — |
Reaction conditions: 2-acetyl-benzaldehyde (10 mmol), cyclopentadiene (70 mmol), and nano Fe3O4/KCC-1/APTPOSS/salen/Pd(ii) MNPs (6 mg), and solvent (10 mL), 3 h.
GC yields [%].