Table 6. Representative Chalcone Synthesis (1 mmol scale) in CTAB and Tween 80a.
| Isolated
Yieldb (%) |
||||
|---|---|---|---|---|
| Entry | Compound | T (°C) | CTAB | Tween 80 |
| 1 | 9 | 25 | 63 (11) | 4 |
| 2 | 10c | 25 | 1 | 7 |
| 3 | 10d | 45 | 25 | 29 |
| 4 | 11 | 25 | 30 | - |
| 5 | 11 | 45 | 30 (4) | - |
| 6 | 12 | 25 | 44 | 14 |
| 7 | 13 | 25 | 23 | 12 |
| 8 | 13 | 45 | 15 | 8 |
| 9 | 14 | 25 | 72 (15) | 88 (7) |
| 10 | 15 | 25 | 71 (19) | 38 (24) |
| 11 | 16 | 25 | 51 | 34 |
| 12 | 17 | 25 | 69 (2) | 91 |
Reaction conditions: 5 mL vial, benzaldehyde (1 mmol), acetophenone (1 mmol), NaOH (base) (1 equiv); surfactant solution (1 mL), rt or 45 °C, 24 h.
Isolated yield (Michael in parentheses).
NaOH (2 equiv).
NaOH (4 equiv).