Optimization of reaction conditionsa.
| ||||
|---|---|---|---|---|
| Entry | [TM] | Oxidant | Additives | Yield/% |
| 1 | Pd(OAc)2 | AgOAc | NaOAc | 26 |
| 2 | Pd(OAc)2 | AgOAc | Cs2CO3 | Trace |
| 3 | Pd(OAc)2 | AgOAc | KF | 41 |
| 4 | PdCl2 | AgOAc | KF | 67b |
| 5 | PdCl2 | AgOTf | KF | —b |
| 6 | PdCl2 | Cu(OAc)2 | KF | 10b |
| 7 | Pd(MeCN)2Cl2 | AgOAc | KF | 72b |
| 8 | Pd2(dba)3 | AgOAc | KF | 36b |
| 9 | Pd(PPh3)2Cl2 | AgOAc | KF | 35b |
| 10 | [RuCl2(p-cymene)]2 | AgOAc | KF | —b |
| 11 | [Cp*RhCl2]2 | AgOAc | KF | —b |
| 12 | Co(OAc)2·4H2O | AgOAc | KF | —b |
Reaction conditions: 1 (0.20 mmol), 3-Me–C6H4I (0.40 mmol), oxidant (0.40 mmol), [TM] (10 mol%), additive (0.40 mmol), DCE (2.0 mL), 130 °C, 12 h, yields of isolated products.
Oxidant (0.50 mmol), additive (0.50 mmol).