Ligand optimizationa.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Ligand | Conv. | Yields | |||
| 3a | 3b | 3d | Overall | |||
| 1 | L7 | 86% | 12% | 41% | 10% | 63% |
| 2 | L11 | 42% | — | 9% | — | 9% |
| 3 | L12 | 81% | 10% | 42% | 10% | 62% |
| 4 | L13 | 23% | 1% | 13% | — | 14% |
| 5 | L14 | 34% | 4% | 24% | — | 28% |
| 6 | L15 | 43% | 6% | 26% | 2% | 34% |
| 7 | L16 | 59% | 4% | 34% | 2% | 40% |
| 8 | L17 | 83% | 6% | 46% | 6% | 58% |
| 9 | L18 | 65% | 6% | 40% | 5% | 51% |
| 10 | L19 | 36% | — | 17% | — | 17% |
| 11 | L20 | 82% | 10% | 37% | 4% | 51% |
| 12b | L17 | 53% | 12% | 14% | — | 26% |
| 13c | L17 | 58% | 10% | 43% | 4% | 54% |
| 14c,d | L17 | 96% | 6% | 50% | 15% | 71% |
| 15c,d,e | L17 | — | 7% | 46% | 12% | 65% |
| 16 c , d , e , f | L17 | — | 5% | 63% | 8% | 76% |
Conversions were determined by GC analysis, and yields were determined by 1H NMR analysis.
10 vol% of DMSO was added.
50 mol% of Cu2(OH)2CO3 was used instead of Cu(OTf)2.
10 mol% PdCl2(CH3CN)2 was employed.
2 equiv. of 1a and 1 equiv. of 2a were used, and the yields were calculated based on the amount of acrylate.
Reaction was performed at 50 °C for 12 h.