Table 1. Screening of the Reaction Conditionsa.
| entry | variations from the optimal conditionsa | yield of 3aa (%)b |
|---|---|---|
| 1 | none | 93 |
| 2 | CH3CN instead of toluene | 79 |
| 3 | RT instead of 60 °C | 69 |
| 4 | no Te cat. | 64 |
| 5 | no Te cat. at 110 °C | 56 |
| 6 | no Te cat. for 44 h | 65 |
| 7 | Te cat. = PTeZ2 | 83 |
| 8 | Te cat. = PTeZ3 | 93 |
| 9 | Te cat. = PTeZ4 | 88 |
| 10 | Te cat. = PTeZ5 | 91 |
| 11 | Te cat. = PTeZ6 | 81 |
| 12 | O2 (1 atm) instead of Ag2O | n.r. |
| 13 | O2 instead of Ag2O at 110 °C | 11 |
| 14 | DTBP instead of Ag2O | n.r. |
| 15 | DTBP instead of Ag2O at 110 °C | 41 |
| 16 | addition of TEMPO (1.5 equiv) | 79 |
| 17 | addition of BHT (1.5 equiv) | 44 |
Reaction conditions: 1a (0.2 mmol), 2a (0.4 mmol), PTeZ1 (0.02 mmol), Ag2O (0.2 mmol), toluene (1.5 mL), 60 °C, 16 h.
Isolated yields.
