Table 3. Use of Different Lewis Acids and Lewis Bases by Ultrasonic Irradiation (US) for the Reaction 4ab.
| entry | catalyst (mol %) | conditionsb | yield (%)a |
|---|---|---|---|
| 1 | no catalyst | water, 1 day | trace |
| no US | |||
| 2 | no catalyst | water, 1 h | 49 |
| 3 | AlCl3 (10) | water, 15 min | 42 |
| 4 | MgCl2 (10) | water, 15 min | 52 |
| 5 | FeCl3·6H2O (10) | water, 15 min | 43 |
| 6 | I2 (10) | water, 15 min | 51 |
| 7 | ZnBr2 (10) | water, 15 min | 54 |
| 8 | CuCl2 (10) | water, 15 min | 57 |
| 9 | CuO (10) | water, 15 min | 54 |
| 10 | Pd(OAc)2 (10) | water, 15 min | 73 |
| 11 | TiCl4 (10) | water, 15 min | 49 |
| 12 | PTSA (10) | water, 15 min | 44 |
| 13 | Et3N (10) | water, 15 min | 67 |
| 14 | TBABrc (10) | water, 15 min | 64 |
| 15 | MATYCu (10) | water, 15 min | 84 |
| 16 | MATYFe (10) | water, 15 min | 89 |
| 17 | MATYpd (10) | water, 15 min | 97 |
| 18 | MATYpd (10) | water, 15 min | 88 |
| no US |
Isolated yields based on 4a.
Reaction conditions: 1a (1 mmol), 2 (1 mmol), 3 (1 mmol), and catalyst (0.1 mmol) in water were heated at 80 °C under ultrasonic irradiation condition for 15 min.
Tetrabutylammonium bromide.