Reaction developmenta.
Entry | Variation from the standard conditions | Yieldb [%] |
---|---|---|
1 | None | 77 (72)c |
2 | CoCp*(CO)I2, [IrCp*Cl2]2, Cu(CH3CN)4PF6 instead of [RhCp*Cl2]2 | 0 |
3 | RhCp*(OAc)2·H2O instead of [RhCp*Cl2]2 | 59 |
4 | [Ru(p-cymene)Cl2]2 instead of [RhCp*Cl2]2 | 63 |
5 | With 1.0 equiv. of NaOAC | 58 |
6 | With 1.0 equiv. of PivOH | 40 |
7 | 36 h instead of 18 h | 76 |
8 | 12 h instead of 18 h | 74 |
9 | 120 °C instead of 100 °C | 74 |
10 | 80 °C instead of 100 °C | 65 |
11 | 1.5 equiv. of 2a, 36 h | 73 |
12 | 3 mol% [RhCp*Cl2]2 | 60 |
13 | Without [RhCp*Cl2]2 | 0 |
14 | Under air | 63 |
Reaction conditions: 1a (0.1 mmol), 2a (0.2 mmol), [RhCp*Cl2]2 (6 mol%), HFIP (1.0 mL), 100 °C, Ar, 18 h.
Determined by 1H NMR analysis of the crude reaction mixture.
Isolated yield. HFIP: hexafluoroisopropanol.