Table 2.
Influence of bases on the photoredox trifluoromethoxylation in batch and flow.
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| Entry | Equiv of substrate | Сonc. of 1 (M) | Base | Yield (%)a |
| organic/soluble bases | ||||
| 1 | 10 | 0.08 | (Bu4N)H2PO4, 1 equiv | 20 |
| 2 | 10 | 0.08 | (Bu4N)H2PO4, 1 equiv | 6 (flow) |
| 3 | 25 | 0.04 | DIPEA, 1 equiv | 18 |
| 4 | 25 | 0.04 | DBU, 1 equiv | 14 (flow) |
| 5 | 25 | 0.04 | (Bu4N)OAc, 1 equiv | 0 (flow) |
| inorganic bases | ||||
| 6 | 25 | 0.04 | K2CO3, 1 equiv | 54 |
| 7 | 25 | 0.04 | K2HPO4, 1 equiv | 86 |
| 8 | 25 | 0.04 | K2HPO4, 1 equiv | 7b (flow) |
| 9 | 10 | 0.04 | K2HPO4, 1 equiv | 68 |
| 10 | 10 | 0.08 | K2HPO4, 1 equiv | 78 |
| 11 | 10 | 0.08 | K2HPO4, 0.5 equiv | 78 |
| 12 | 10 | 0.08 | K2HPO4, 0.25 equiv | 77 |
| 13 | 10 | 0.08 | K2HPO4, 2 equiv | 70 |
| 14 | 10 | 0.08 | KH2PO4, 1 equiv | 89 |
| 15 | 10 | 0.08 | KH2PO4, 1 equiv | 75c (flow) |
| 16 | 10 | 0.08 | KH2PO4, 0.5 equiv | 64 |
| 17 | 10 | 0.08 | KH2PO4, 0.25 equiv | 63 |
| 18 | 10 | 0.08 | KH2PO4, 2 equiv | 78 |
| 19 | 10 | 0.08 | K3PO4, 1 equiv | 54 |
a 19F NMR yields are reported; b 100 equiv of H2O added; c 5 minutes of irradiation in batch before flow reaction.
