Screening of the reaction conditionsa.
| |||||
|---|---|---|---|---|---|
| Entry | Catalyst | Solvent | Current (mA) | Time (h) | Yieldb (%) |
| 1 | DTBP | CH3CN/H2O | 30 | 5 | Trace |
| 2 | (NH4)2S2O8 | CH3CN/H2O | 30 | 5 | 34 |
| 3 | Na2S2O8 | CH3CN/H2O | 30 | 5 | 49 |
| 4 | K 2 S 2 O 8 | CH 3 CN/H 2 O | 30 | 5 | 94 |
| 5 | K2S2O8 | t-BuOH/H2O | 30 | 5 | 39 |
| 6 | K2S2O8 | DMSO/H2O | 30 | 5 | 58 |
| 7 | K2S2O8 | DMF/H2O | 30 | 5 | Trace |
| 8 | K2S2O8 | H2O | 30 | 5 | 29 |
| 9 | K2S2O8 | CH3CN/H2O | 30 | 6 | 93 |
| 10 | K2S2O8 | CH3CN/H2O | 30 | 4 | 65 |
| 11 | K2S2O8 | CH3CN/H2O | 40 | 5 | 86 |
| 12 | K2S2O8 | CH3CN/H2O | 20 | 5 | 64 |
| 13 | K2S2O8 | CH3CN/H2O | — | 5 | Trace |
| 14 | — | CH3CN/H2O | 30 | 5 | Trace |
| 15c | K2S2O8 | CH3CN/H2O | 30 | 5 | 82 |
| 16d | K2S2O8 | CH3CN/H2O | 30 | 5 | 67 |
Reaction condition: undivided cell, Pt anode, Pt cathode, 1a (0.5 mmol), 2a (0.6 mmol), oxidant (0.6 mmol) and CH3CN/H2O (v/v = 2 : 1, 3 mL), under air at room temperature.
Yields were determined by HPLC.
Pt(+)/C(−) instead of Pt(+)/Pt(−).
C(+)/Pt(−) instead of Pt(+)/Pt(−).