Table 1.
Optimisation of the reaction conditionsa.
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|---|---|---|---|---|---|
| Entry | 1:2:Oxidant | Oxidant | Solvent | T (°C) | Yieldb |
| 1c | 20:1:2 | TBHP | – | rt | N.D. |
| 2 | 2:1:2 | TBHP | H2O | rt | N.D. |
| 3c | 20:1:2 | PhI(OCOCF3)2 | – | rt | trace |
| 4c | 20:1:2 | H2O2 | – | rt | N.D. |
| 5c | 20:1:2 | PhI(OAc)2 | – | rt | 40 |
| 6 | 2:1:2 | PhI(OAc)2 | CHCl3 | rt | 39 |
| 7 | 2:1:2 | PhI(OAc)2 | H2O | rt | 16 |
| 8 | 2:1:2 | PhI(OAc)2 | DMA | rt | N.D. |
| 9 | 2:1:2 | PhI(OAc)2 | DCE | rt | 43 |
| 10 | 2:1:2 | PhI(OAc)2 | MeCN | rt | 46 |
| 11 | 2:1:2 | PhI(OAc)2 | EA | rt | 32 |
| 12 | 2:1:2 | PhI(OAc)2 | C6H5Cl | rt | 42 |
| 13 | 2:1:2 | PhI(OAc)2 | DCM | rt | 61 |
| 14 | 2:1:2 | PhI(OAc)2 | PhH | rt | 66 |
| 15 | 2:1:2 | PhI(OCOCF3)2 | DCM | rt | 42 |
| 16 | 2:1:2 | PhI(OCOCF3)2 | PhH | rt | 49 |
| 17 | 2:1:2 | PhI(OAc)2 | DCM | 0 | 25 |
| 18d | 2:1:2 | PhI(OAc)2 | DCM | 60 | 54 |
aGeneral procedure: the reaction was carried out with NHPI (1 mmol), cyclohexane (2 mmol), oxidant (2 mmol), and solvent (2 mL) at room temperature for 2 h.
bIsolated yield.
cCyclohexane (20 mmol) was used as the substrate and solvent.
dThe reaction was conducted in reflux.
