Palladium-catalysed aminocarbonylation reactions carried out with aryl iodides 6a–e and morpholine (9). All reactions were carried out at 100 °C for 20 hours in a sealed two-chamber apparatus.
| Entry | Aryl iodide | Product | Conversiona (%) | Yieldb (%) |
|---|---|---|---|---|
| 1 | 6a, R = p-MeO |
|
100 (80) | 75 (39)c |
| 2 | 6b, R = p-NO2 |
|
100 | 88 |
| 3 | 6c, R = p-Br |
|
100 | 99 |
| 4 | 6d, R = H |
|
100 | 72 |
| 5 | 6ed |
|
80 | 75 |
Measured from 1H NMR spectra of the crude reaction mixture as compared to the limiting reactant. An example is provided in Fig. SI1 (ESI).
Isolated yields after column chromatography.
Reaction carried out at 80 °C for 20 h.
6e = 1-iodonaphthalene.