Table 2. Optimization of Reaction Conditionsa.
| entry | solvent | base | yield (%)b |
|---|---|---|---|
| 1 | p-xylene | K2CO3 | 65 |
| 2 | toluene | K2CO3 | 88 |
| 3c | DMF | K2CO3 | 52 |
| 4d | CH3CN | K2CO3 | 9 |
| 5 | toluene | Cs2CO3 | 60 |
| 6 | toluene | K3PO4 | 55 |
| 7 | toluene | KF | 10 |
| 8 | toluene | NaHCO3 | 82 |
| 9e | toluene | K2CO3 | 0 |
| 10 | NMP | K2CO3 | 56 |
| 11 | water | K2CO3 | 5 |
| 12 | toluene | 0 | |
| 13f | toluene | K2CO3 | 86 |
| 14g | toluene | K2CO3 | 0 |
Reaction conditions: 1a (3 mmol), 2a (1 mmol), catalyst (0.25 mol %), base (4 mmol), 16 h, under air and reflux conditions.
Isolated yield.
Reaction conducted at 140 °C.
Reaction conducted at 70 °C.
Reaction conducted at room temperature.
Catalyst used 0.5 mol %.
PCM as the catalyst.
