Table 2.
Entry | Substrate | Conditionsa | Time | Conversionb |
---|---|---|---|---|
1 | 18 | 1, + AgOTf, 70 °C | 1 h | 15% |
1, + AgOTf, 70 °C | 16 h | 99% | ||
2 | 18 | 2 + AgOTf, 70 °C | 1 h | 7% |
2 + AgOTf, 70 °C | 16 h | 99% | ||
3 | 19 | 1, + AgOTf, 70 °C | 1 h | 0% |
1, + AgOTf, 70 °C | 16 h | 50% | ||
4 | 19 | 2 + AgOTf, 70 °C | 1 h | 0% |
2 + AgOTf, 70 °C | 16 h | 37% | ||
5 | 20 | 1, + AgOTf, 70 °C | 16 h | 0% |
[Substrate] = 0.04 mM, [Au] = 0.002 mM (0.05 mol%) [additive] = 0.004 mM (0.1 mol%), reaction volume 0.60 mL.
As determined by NMR integration, all species were cleanly resolved, the only observable compounds were starting [Substrate] or product 26.