Table 1.
Optimization of reaction conditionsa.
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Entry | Deviation from standard conditions | Yield (%)b |
1 | None | 72c |
2 | Reaction at RT | 25 |
3 | Reaction at 8 mA | 61 |
4 | Reaction at 12 mA | 66 |
5 | Reaction under air | 50 |
6 | Et4NPF6 (0.2 equiv) | 63 |
7 | Et4NBF4 instead of Et4NPF6 | 72 |
8 | n-Bu4NPF6 instead of Et4NPF6 | 64 |
9 | Et4NOTs instead of Et4NPF6 | 66 |
10 | Pt plate (1 cm × 1 cm) as anode | 20 (69)d |
11 | Graphite plate (1 cm × 1 cm) as anode | 56 |
Bn benzyl
aReaction conditions: RVC anode, Pt plate cathode, 1 (0.2 mmol), MeOH (9 mL), Et4NPF6 (0.1 mmol), 10 mA, 2.3 h (4.3 F mol–1).
bDetermined by 1H NMR analysis using 1,3,5-trimethoxybenzene as the internal standard.
cIsolated yield.
dUnreacted 1 in bracket.