Table 1.
Optimization of the catalytic system.
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Entry | Conditions[a] | t [h] | Conv. of 5a [%][b] | Yield of 6a [%][b] |
1 | 4a (2 mol%), CH3CN | 24 | 44 | 31 |
2 | 4a (2 mol%), CH3CN, O2 | 24 | 49 | 33 |
3 | 4a (2 mol%), TFE | 24 | 42 | 21 |
4 | 4a (2 mol%), silica gel, CH3CN | 12 | 100 | 68 |
5 | 4a (4 mol%), silica gel, CH3CN | 5 | 100 | 88 |
6 | 4b (2 mol%), silica gel, CH3CN | 24 | 100 | 19 |
7 | Silica gel, CH3CN, no 4a, light | 24 | 8 | 4 |
8 | 4a (2 mol%), silica gel, CH3CN, no light | 24 | 4 | 2 |
9 | 4a (2 mol%), silica gel, CH3CN, degassed | 24 | 8 | 0 |
Conditions: 5a (0.2 mmol), solvent, open air, irradiation with a white LED light at rt.
Measured by GC using dodecane as an internal standard.