Table 1.
Screened conditions for the Suzuki–Miyaura cross-coupling between bromide 2 and phenylboronic acid (8a).
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| Catalystsa | Baseb | Conversion |
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| PdCl2(PPh3)2 | Et3N | 72% |
| PdCl2(PPh3)2 | Cs2CO3 | 88% |
| PdCl2(PPh3)2 | K2CO3 | 81% |
| Pd(PPh3)4 | Et3N | 61% |
| Pd(PPh3)4 | Cs2CO3 | 75% |
| Pd(PPh3)4 | K2CO3 | 76% |
| Pd(OAc)2 | Et3N | – |
| Pd(OAc)2 | Cs2CO3 | 15% |
| Pd(OAc)2 | K2CO3 | 13% |
| Pd(dppf)Cl2 | Et3N | 67% |
| Pd(dppf)Cl2 | Cs2CO3 | 99% |
| Pd(dppf)Cl2 | K2CO3 | 99% |
| XPhos Pd G2 | K2CO3 | 80% |
a10 mol % of catalyst was used; b2.0 equiv of base were used except for Et3N with 4.0 equiv.