Table 3.
entry | amine | product | yield, % |
---|---|---|---|
1 | HNMeBn | 82 | |
2 | HNMePr | 74 | |
3 | 4-EtO2C- piperidine |
69 | |
4 | 4-NC- piperidine |
71 | |
5 | Ethylene ketal of 4-keto- piperidine |
82 | |
6 | 4-BocNH- piperidine |
83 | |
7 | Cyclohexyl- amine |
40 | |
8 | Cyclooctyl- amine |
52 | |
9 | Neopentyl- amine |
32 | |
10[b] | n-C12H25NH2 | 20 |
Scale: 0.5 mmol, 2 mL NMP, 2 equiv NMO, 2 equiv amine, 12-25 mol% Cu(OAc)2, 12-25 mol% Ag2CO3, 110 °C, 12 h. Yields are isolated yields.
Pyridine solvent. Please see Supporting Information for details.