Optimization of the electrooxidative dearomatizationa.
| ||
|---|---|---|
| Entry | Variation from standard conditions | Yieldb/% |
| 1 | No change | 60 |
| 2 | MeCN | 40 |
| 3 | MeCN/H2O (2 : 1) | 15 |
| 4 | In the absence of Et4NClO4 | 46 |
| 5 | n-Bu4NBF4 instead of Et4NClO4 | 20 |
| 6 | Et4NPF6 instead of Et4NClO4 | 18 |
| 7 | Na2CO3 and H2O instead of Et4NClO4 | 55c |
| 8 | At room temperature (25 °C) | 40 |
| 9 | Addition of [Mes-Acr]ClO4 (10 mol%) | 50d |
| 10 | Addition of Cp2Fe (10 mol%) | 45 |
| 11 | 1 mmol scale (4 mL solvent) | 50 |
| 12 | No electricity | 0 |
a
Standard conditions: undivided cell, GF anode, Pt cathode, constant current (CCE) = 4 mA, 1a (0.3 mmol), 2a (0.6 mmol), Et4NClO4 (0.1 M, 0.4 mmol), DCE/MeCN (4 mL), under air, 8 h.
b
Yield of isolated products.
c
H2O (1 mL) was added.
d
30 W, blue LED. GF = graphite felt.