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. 2019 Sep 30;9(53):30736–30740. doi: 10.1039/c9ra06594f

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 graphic file with name c9ra06594f-u6.jpg 100 (80) 75 (39)c
2 6b, R = p-NO2 graphic file with name c9ra06594f-u7.jpg 100 88
3 6c, R = p-Br graphic file with name c9ra06594f-u8.jpg 100 99
4 6d, R = H graphic file with name c9ra06594f-u9.jpg 100 72
5 6ed graphic file with name c9ra06594f-u10.jpg 80 75
a

Measured from 1H NMR spectra of the crude reaction mixture as compared to the limiting reactant. An example is provided in Fig. SI1 (ESI).

b

Isolated yields after column chromatography.

c

Reaction carried out at 80 °C for 20 h.

d

6e = 1-iodonaphthalene.