Table 1. Screening of Reaction Conditionsa.
| entry | catalyst | additive | base | yield of 2a (%)b |
|---|---|---|---|---|
| 1 | Te-cat4 | add1 | K2HPO4 | 73 |
| 2 | add1 | K2HPO4 | nd | |
| 3 | Te-cat4 | K2HPO4 | 52 | |
| 4 | Te-cat5 | add1 | K2HPO4 | 84 |
| 5 | Te-cat6 | add1 | K2HPO4 | 63 |
| 6 | Te-cat5 | add2 | K2HPO4 | 51 |
| 7 | Te-cat5 | add3 | K2HPO4 | 75 |
| 8 | Te-cat5 | add4 | K2HPO4 | 71 |
| 9 | Te-cat5 | add1 | NaHCO3 | 81 |
| 10 | Te-cat5 | add1 | K3PO4 | 15 |
| 11 | Te-cat5 | add1 | 92 | |
| 12c | Te-cat5 | add1 | 91 | |
| 13 | Te-cat5 | add2 | 60 | |
| 14 | Te-cat5 | add3 | 81 | |
| 15 | Te-cat5 | add4 | 60 | |
| 16 | Te-cat5 | add5 | nd | |
| 17 | Te-cat5 | add6 | nd | |
| 18 | Te-cat5 | PhCO2Na | 36 | |
| 19 | Te-cat5 | 32 | ||
| 20d | Te-cat5 | add7 | nd | |
| 21d | Te-cat5 | add8 | nd | |
| 22e | Te-cat5 | add1 | 81 |
Reaction conditions unless specified otherwise: 1a (0.5 mmol), catalyst (10 mol %), additive (1 equiv), and base (1 equiv) in o-dichlorobenzene (ODCB, 1.5 mL). nd = product not detected.
Isolated yields.
Reaction performed in the dark.
Some decomposition noted.
With 1 mol % catalyst and 10 mol % additive after 8 h.
