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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Bioorg Med Chem Lett. 2014 May 27;24(15):3549–3551. doi: 10.1016/j.bmcl.2014.05.049

Table 1.

Optimization of conditions for the Suzuki cross coupling reaction (5 7)

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
a

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.