Optimization of the reaction parameters.
| ||
|---|---|---|
| Entry | Deviation from standard conditions | Yield (%)a |
| 1 | None | 82 (80)b |
| 2 | 1.5 equiv. of 2 | 74 |
| 3 | 1.1 equiv. of 2 | 63 |
| 4 | Reaction at 70 °C | 54 |
| 5 | DCM instead of DCE | 32 |
| 6 | 1,2-Dichlorobenzene instead of DCE | 25 |
| 7 | CH3CN, THF, 1,4-dioxane, and MeOH instead of DCE | n.r. |
| 8 | AgOAc (1 equiv.) instead of Cu(OAc)2 | 44 |
| 9 | AgOPiv (1 equiv.) instead of Cu(OAc)2 | 42 |
| 10 | Without AgOTf | n.r. |
| 11 | Without Cu(OAc)2 | n.r. |
| 12 | 1 equiv. of Cu(OAc)2 | 80 |
| 13 | Reaction under O2 | 82 |
| 14 | Reaction under N2 | 20 |
1H NMR of the crude reaction mixture was obtained with 1,3,5-trimethoxybenzene as an internal standard.
Isolated yield.