Table 1.
entry | X | additive | 1 (%)a | 1a (%)a | conversion (%)b |
---|---|---|---|---|---|
1 | Br | - | 17 | 23 | 40 |
2 | Br | 100 mg MS (4 Å) | 18 | 1 | 20 |
3 | Br | 100 mg MS (4 Å), 0.5 equiv HE | 32 | 2 | 35 |
4c | I | - | 42 | 50 | 95 |
5c | I | 100 mg MS (4 Å) | 46 | 8 | 59 |
6c | I | 100 mg MS (4 Å), 0.5 equiv HE | 64 | 5 | 70 |
7 | I | 24 h, 100 mg MS (4 Å), 1 equiv HE 1.7 equiv amine, 4 equiv K3PO3 90 °C |
86 | 7 | 98 |
GC yield.
Based on unreacted aryl halide.
Reaction was conducted at 80 °C.
MS = molecular sieves.