Table 1.
Optimization of Coupling Conditions.a
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---|---|---|---|---|
entry | catalyst | ligand | base | yield [%]b |
1 | CuSO4·5H2O | 1,10-phenanthroline | K2CO3 | 38 |
2 | CuSO4·5H2O | 1,10-phenanthroline | Cs2CO3 | 59 |
3 | CuSO4·5H2O | 1,10-phenanthroline | K3PO4 | 68 |
4 | CuSO4·5H2O | 1,10-phenanthroline | KOt-Bu | – |
5 | CuI | DMEDA | K3PO4 | 25c |
6 | CuCN | DMEDA | K3PO4 | 27c |
Conditions: 15 mol % Cu, 30 mol % ligand, 2 equiv base, toluene (concn = 0.4 M), 95 °C, 24 h.
Isolated yields.
Reactions run at 110 °C.