Table 1.
Entry | Conditionsa | Yield (%) |
---|---|---|
1 | 5% Pd(PPh3)4, aq. Na2CO3, EtOH, toluene | 38 |
2 | 5% Pd(PPh3)4, aq. Na2CO3, EtOH, THF | 38 |
3 | 5% Pd(PPh3)4, K2CO3, DMF | 20 |
4 | 5% Pd(PPh3)2Cl2, aq. Na2CO3, PPh3, EtOH, toluene | 52 |
5 | 5% Pd(OAc)2, aq. Na2CO3, PPh3, EtOH, toluene | 7 |
6 | 5% Pd(dba)2, aq. Na2CO3, PPh3, EtOH, toluene | 68 |
7 | 5% Pd2(dba)3, aq. Na2CO3, PPh3, EtOH, toluene | 73 |
8 | 5% Pd2(dba)3, KOtBu, PPh3, EtOH, toluene | 22 |
9 | 5% Pd2(dba)3, K2CO3, PPh3, EtOH, toluene | 61 |
10 | 5% Pd2(dba)3, Et3N, PPh3, EtOH, toluene | 69 |
All reactions were run under a N2 atmosphere at 80 °C for 1 h using 1.0 equivalents of triflate 5 and 1.4 equivalents of boronic acid 6.