Optimization of the reaction conditionsa.
| ||
|---|---|---|
| Entry | Variation from the standard conditions | Yieldbb (%) |
| 1 | None | 99 |
| 2 | Without the ligand | Trace |
| 3 | L2 instead of L1 | n.r. |
| 4 | L3 instead of L1 | n.r. |
| 5 | L4 instead of L1 | 73 |
| 6 | Without LiOtBu | 75 |
| 7 | Air instead of N2 | 20 |
| 8 | Commercial CH3CN instead of anhydrous CH3CN | 73 |
| 9 | 25 °C instead of 40 °C | 96 |
| 10 | 60 °C instead of 40 °C | 40 |
| ||
Reaction was performed with 1a (0.4 mmol, 2 equiv.), NFSI (2, 0.5 mmol, 2.5 equiv.), 3a (0.2 mmol), Cu(CH3CN)4PF6 (0.02 mmol, 10 mol%), ligand (0.024 mmol, 12 mol%) and LiOtBu (0.2 mmol, 1 equiv.) in anhydrous CH3CN (2 mL) under a N2 atmosphere.
Yield was determined by 1H NMR with α-methylstyrene as an internal standard. n.r. = no reaction.