Table 2 Optimization of reaction conditionsa, b
From: Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay
Entry | Variation from “standard conditions” | convn. (2a) | 3ac | 4adc |
---|---|---|---|---|
1 | none | 100% | 32% | 29% |
2 | MeCN:MeOH = 4:1 | 100% | 16% | 30% |
3 | MeCN:MeOH = 1:1 | 100% | 12% | 26% |
4 | tBuOH instead of MeOH | 100% | 10% | 22% |
5 | DCM instead of MeOH | 100% | 0% | 48% |
6 | Other [Au] | 100% | <15% | Up to 50% |
7 | Other electrolytes | 100% | Up to 35% | Up to 40% |
8 | Double concentration (1a, 2a, [Au]) | 100% | 54% | 22% |
9 | 3 eq. 2a | 100% | 40% | 27% |
10 | 0.5 mmol 1a, 1.5 mmol 2a, 0.05 mmol [Au] | 100% | 70% | 21% |
11 | 0.5 mmol 1a, 1.5 mmol 2a, 0.05 mmol [Au] (Add 0.5 mmol 2a, run rxn for 10 h)*3 | 100% (100% for 1a) | 92% | 18% |
12 | No [Au] | 100% | 0% | 57% |
13 | No current | 0% | — | — |