Table 2.
Entry | Cond. a | Time | Oxidant | 2a (%) |
---|---|---|---|---|
1 | B | 18 h | 34% | |
2 | C | 2.5 h | Traces b | |
3 | D | 18 h | Cu(AcO)2 | 30% |
4 | D | 40 min | K2S2O8 | 15% |
a Conditions: B - Pd(OAc)2 (10 mol%), Ag2CO3 (1.5 equiv.), pinacolone, reflux, C - Pd(OAc)2 (10 mol%), Ag2CO3 (1.1 equiv.), PEG-400, 140 °C. Conditions: D - Pd(OAc)2 (10 mol%), Ag2CO3 (1.5 equiv.), Oxidant, pinacolone, reflux
b 2a’ was formed in 60:40 proportion 2a:2a’, respectively