Table 4. Reaction optimisation using N-Boc-pyrrole a .
| ||||
| Entry | Catalyst | Time (h) | Yield b (%) | Ratio c (6 : 7) |
| 1 | Ph3PAuCl/AgNTf2 | 24 | <5 d | 87 : 13 |
| 2 | IPrAuCl/AgNTf2 | 1 | 60 | 91 : 9 |
| 3 | JohnPhosAuCl/AgNTf2 | 1 | 56 | 92 : 8 |
| 4 | XPhosAuCl/AgNTf2 | 1 | 62 | 93 : 7 |
| 5 | BrettPhosAuCl/AgNTf2 | 1 | 55 | 94 : 6 |
| 6 | BrettPhosAuCl/AgSbF6 | 3 | 51 | 89 : 11 |
| 7 | BrettPhosAuCl/AgOTf | 20 | <12 d | 75 : 25 |
| 8 | BrettPhosAu(MeCN)SbF6, (TCE, 110 °C: condition C) | 0.5 | 58 | 95 : 5 |
| 9 | BrettPhosAuNTf2 | 0.5 | 58 | 95 : 5 |
| 10 | BrettPhosAu(MeCN)SbF6 (DCE, 80 °C: condition D) e | 1.5 | 60 | 92 : 8 |
aReaction conditions: 9F (5 equiv.), gold catalyst (5 mol%), TCE, and 110 °C.
bCombined isolated yields.
cDetermined by 1H NMR spectroscopy.
dContained small amounts of impurities.
eThe reaction was conducted in DCE at 80 °C.