Table 1. Optimization Studies for Palladium-Catalyzed Synthesis of (p-Tolyl)diphenylphosphine Oxide (2a).
| entry | additive (equiv) | time (h) | temperature (°C) | isolated yield (%) |
|---|---|---|---|---|
| 1a | 24 | 90 | 41 | |
| 2 | 24 | 110 | 58 | |
| 3 | 24 | 120 | 79 | |
| 4 | NaOAc (1) | 22 | 120 | 55 |
| 5 | NaCl (1) | 32 | 120 | 64 |
| 6 | NaI (1) | 4 | 120 | 78 |
| 7 | NaI (0.1) | 8 | 120 | 76 |
Using 1 equiv of Ph2P(O)H.
