Table 1.
Screen of Ligands and Pd Sources for the Coupling of Aniline and 4-t-Butylphenyl Methanesulfonatea
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|---|---|---|---|
| Entry | Ligand | Pd Source | Yieldc |
| 1 | 1 | Pd2(dba)3 | 0% |
| 2 | 1 | 6 | 98% |
| 3b | 1 | Pd(OAc)2 | 99% |
| 4 | 2 | 7 | 4% |
| 5b | 2 | Pd(OAc)2 | 2% |
| 6 | 3 | 8 | 0% |
| 7b | 4 | Pd(OAc)2 | 0% |
| 8b | 5 | Pd(OAc)2 | 0% |
ArOMs (1mmol), amine (1.2 mmol), Pd (1 mol%), ligand (2 mol%), K2CO3 (1.4 mmol), t-BuOH (12 mL/mmol), 110 °C, 3 h.
Using water activation protocol (ref. 9c).
GC Yields.
