Optimization of the reaction conditionsa.
| |||||
|---|---|---|---|---|---|
| Entry | Catalyst | Additive | T (°C) | Solvent | Yieldb (%) |
| 1 | Rh(cod)2BF4 | — | 80 | Toluene | 40 |
| 2 | Rh(cod)2BF4 | — | 60 | Toluene | 60 |
| 3 | [Rh(cod)Cl] 2 | AgBF 4 | 60 | Toluene | 85 |
| 4 | [Rh(cod)Cl]2 | AgOTf | 60 | Toluene | 62 |
| 5 | [Rh(cod)Cl]2 | AgNTf2 | 60 | Toluene | — |
| 6 | [Rh(cod)Cl]2 | AgSbF6 | 60 | Toluene | — |
| 7 | [Rh(cod)Cl]2 | Sc(OTf)3 | 60 | Toluene | 34 |
| 8 | [Rh(cod)Cl]2 | Yb(OTf)3 | 60 | Toluene | 32 |
| 9 | [Rh(cod)Cl]2 | In(OTf)3 | 60 | Toluene | 28 |
| 10 | [Rh(cod)Cl]2 | NaBArF4 | 60 | Toluene | — |
| 11 | [Rh(cod)Cl]2 | AgBF4 | 60 | PhCI | 60 |
| 12 | [Rh(cod)Cl]2 | AgBF4 | 60 | DCE | 78 |
| 13 | [Rh(cod)Cl]2 | AgBF4 | 60 | THE | 70 |
| 14 | [Rh(cod)Cl]2 | AgBF4 | 60 | Dioxane | 72 |
| 15 | [Rh(cod)Cl]2 | AgBF4 | 60 | MeCN | Trace |
| 16c | [Rh(cod)Cl]2 | AgBF4 | 60 | Toluene | 86 |
Reaction conditions: 1a (0.20 mmol), catalyst (5 mol%), additive (10 mol%), solvent (2 mL), 8 h, Ar. All the reactions were carried out on a 0.20 mmol scale in solvent (2 mL) at 60 °C for 8 h unless otherwise specified.
Isolated yield.
20 mol% additive was added.