Optimization of the reaction parametersa.
| |||
|---|---|---|---|
| Entry | Deviation in conditions | 3aa/4aab | 3aa c (%) |
| 1 | None | 99 : 1 | 92 |
| 2 | L2 was used instead of L1 | 99 : 1 | 87 |
| 3 | L3 was used instead of L1 | 99 : 1 | 35 |
| 4 | L4 was used instead of L1 | 99 : 1 | 52 |
| 5 | L5 was used instead of L1 | 25 : 1 | 16 |
| 6 | L6 was used instead of L1 | — | 0 |
| 7 | L7 was used instead of L1 | — | >5 |
| 8 | (C7H8)3Mo(CO)3 was used | 99 : 1 | 82 |
| 9 | THF was used as solvent | — | >5 |
| 10 | Toluene was used as solvent | — | >5 |
| 11 | DCE was used as solvent | 25 : 1 | 35 |
| 12 | iPrOH was used as solvent | 99 : 1 | 77 |
| 13 | THF/EtOH (5 : 1) as solvent | 25 : 1 | 25 |
| 14 | DCE/EtOH (5 : 1) as solvent | 25 : 1 | 63 |
| 15 | Without Mo or L1 | — | 0 |
Reaction conditions: Mo-catalyst (10 mol%), ligand (15 mol%), 1a (0.2 mmol), PhSO2Na 2a (0.3 mmol), solvent (1.0 mL, 0.2 M), 60 °C, 24 hours.
Determined by 1H-NMR of the crude reaction mixture.
Isolated yields.