Table 1.
| ||
|---|---|---|
| Entry | Reaction conditions varies from standard | Yield of 3 |
| 1 | None | 95% |
| 2 | PPh3Au(TA-Me)OTf | 6% |
| 3 | (ArO)3PAu(TA-Me)OTf | n.r. |
| 4 | XPhosAu(TA-Me)OTf | 85% |
| 5 | JohnPhosAuNTf2, no Zn(OTf)2 | 30% |
| 6 | JohnPhosAuNTf2 | 60% |
| 7 | JohnPhosAuCl | 40% |
| 8 | No Zn(OTf)2 | 39% |
| 9 | Cu(OTf)2 as Lewis acid | 60% |
| 10 | Ga(OTf)3, Yb(OTf)3, or In(OTf)3 as Lewis acid | 40–42% |
| 11 | Zn(NTf2)2 instead of Zn(OTf)2 | 70% |
| 12 | Zn(OAc)2 instead of Zn(OTf)2 | 45% |
| 13 | Dioxane as solvent | 85% |
| 14 | 0.5 M | 85% |
| 15 | at 100 °C | 87% |
| 16 | No gold | n.r |
General reaction conditions: 1 (0.2 mmol, 1.0 equiv.), 2 (0.4 mmol, 2.0 equiv.), [Au] catal. (0.01 mmol, 5 mol%), Lewis Acid (0.02 mmol, 10 mol%) in dry solvent (0.2 mL) under Ar at 110 °C.
Yield was determined by 1H NMR using 1,3,5-trimethoxybenzene as an internal standard.