Table 1. Solvent Effect on the Performance of Catalyst 1a.
entry | solvent | alkyne conversion (%) | hydroamination yield (%) | hydration yield (%) |
---|---|---|---|---|
1 | acetonitrile | 70 | 45 | 7 |
2 | toluene | 49 | 24 | 3 |
3 | ILb | 88 | 62 | 8 |
4 | DMSO | 0 | 0 | 0 |
5 | neat | >99 | 68 | 3 |
Reaction conditions: 1 mmol mesitylamine, 1 mmol phenylacetylene, 0.01 mmol (1 mol %) catalyst 1, 2 mol % AgPF6, 1 mL solvent, 80 °C, 25 h.
IL = 1-butyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide.