Table 1 Optimization of the reaction conditionsa
From: Decarboxylative oxidation-enabled consecutive C-C bond cleavage
| ||||
|---|---|---|---|---|
Entry | Photocatalyst | Copper | Ligand | Yieldsb |
1 | Ir-1 | — | — | <5% |
2 | Ir-1 | Cu(OAc)2 | — | 26% |
3 | Ir-1 | Cu(OAc)2 | L1 | 48% |
4 | Ir-1 | Cu(OAc)2 | L2 | 45% |
5 | Ir-1 | Cu(OAc)2 | L3 | 14% |
6 | Ir-1 | Cu(OAc)2 | L4 | 49% |
7 | Ir-1 | Cu(OAc)2 | L5 | 29% |
8 | Ir-1 | Cu(OAc)2 | L6 | 18% |
9 | Ir-1 | CuO | L4 | 30% |
10 | Ir-1 | CuBr2 | L4 | 19% |
11 | Ir-1 | CuCN | L4 | 6% |
12c | Ir-1 | Cu(OAc)2 | L4 | 81% |
13c | Ir-2 | Cu(OAc)2 | L4 | 48% |
14c | Ir-3 | Cu(OAc)2 | L4 | 60% |
15c | Ir-4 | Cu(OAc)2 | L4 | 50% |
- aReaction conditions: 1a (0.5 mmol), photocatalyst (0.015 mmol), copper (0.1 mmol), ligand (0.125 mmol), Cs2CO3 (0.75 mmol), DCM (10 mL), 45 W blue LEDs, 15 °C. bIsolated yield. cThe reaction was carried out at 30 °C.
