Table 1.
Entry | Gold catalyst | Conv.b R = Ph Bu |
|
1 | None | 0 | 0 |
2 | (JohnPhos)AuCl | 0 | 0 |
3 | (t-BuXPhos)AuCl | 0 | 0 |
4 | (IMes)AuCl | 0 | 0 |
5 | (SIMes)AuCl | 0 | 0 |
6 | (IPr)AuCl | 0 | 0 |
7 | (SIPr)AuCl | 0 | 0 |
8 | 1 | 98 | 95 |
9 | 2 | 62 | 48 |
10 | 2 + t-BuXPhos | 79 | 60 |
11 | 3 | 77 | 70 |
12 | 4 | 47 | 50 |
13 | 5 | 63 | 48 |
14 | 6 | 64 | 45 |
15 | 7 | 86 | 92 |
16 | 8 | 89 | 95 |
17 | 9 | 90 | 91 |
18 | 1 Conventional heating | 95 | 93 |
aDiphenylacetylene or 5-decyne (0.28 mmol), 4-nitrophenol (0.56 mmol), catalyst (14.0 μmol, 5%), 130 °C, 20 min, no solvent, microwave irradiation. bBased upon 1H NMR spectroscopy using anisole as an internal standard.