| 1 |
CuI |
Iodobenzene (102.0 mg, 0.5 mmol), benzonitrile (2.0 mL), CuI (9.5 mg, 0.05 mmol), DMEDA (8.0 mL, 0.075 mmol), KOH (42 mg, 0.75 mmol), Cs2CO3 (81.5 mg, 0.25 mmol), H2O (76.5 μL, 4.25 mmol), Ar, 15 h at 100 °C |
92 |
45
|
| 2 |
CuSO4·5H2O |
Iodobenzene (100 mg, 0.49 mmol), benzaldoxime (4 equiv.) in o-xylene (1 mL), CuSO4·5H2O (10 mol%), K2CO3 (5 equiv.), and DMEDA (30 mol%), 130 °C for 12 h |
82 |
46
|
| 3 |
CuI |
CuI (9.5 mg, 0.05 mmol), K2CO3 (138.2 mg, 1.0 mmol), toluene (2.0 mL), aryl monohalides (0.5 mmol), nitrile (1.0 mmol), DMEDA (8.0 μL, 0.075 mmol), acetaldoxime (92.0 μL, 1.5 mmol), Ar, 120 °C for 15 h |
94 |
47
|
| 4 |
SILP-Pd |
Aniline (0.5 mmol), iodobenzene (0.25 mmol), Et3N (0.25 mmol), DMF (1 mL), catalyst Pd, CO (30 bar), 100 °C, 8 h |
92 |
48
|
| 5 |
N-CNT/Fe3O4–Cu2O |
Benzonitrile (1 mmol, 0.103 g), iodobenzene (1.2 mmol, 0.244 g), ChOH: Glycerol (1 : 2) (3 mL), 0.02 g of catalyst, 100 °C for 6 h |
91 |
This work |