Table 2. Effect of PTAs on the Aqueous-Phase Reaction of 1a and 2aa.
| entry | PTA | amount of PTA | yield (%) |
|---|---|---|---|
| 1 | TBAI | 20 mol % | 67 |
| 2 | TBAI | 1.0 equiv | 75 |
| 3 | TBAI | 2.0 equiv | 85 |
| 4 | TBAI | 3.0 equiv | 88 |
| 5 | TBAB | 2.0 equiv | 74 |
| 6 | TBAC | 2.0 equiv | 68 |
| 7 | TBAC/KI | 2.0 equiv | 83 |
| 8 | SDS | 2.0 equiv | 79 |
| 9 | PEG 2000 | 10 mol % | 82 |
| 10 | Tween 80 | 10 mol % | 66 |
| 11b | TBAI | 2.0 equiv | 76 |
| 12c | TBAI | 2.0 equiv | 80 |
Reaction conditions: 1a (0.3 mmol), 2a (0.6 mmol), H2O (3 mL) 100 °C (oil bath), 24 h, under air. TBAI: tetrabutylammonium iodide, TBAB: tetrabutylammonium bromide, TBAC: tetrabutylammonium chloride, SDS: sodium dodecane-1-sulfonate.
80 °C.
Under Ar.
