TABLE 3.
Entry | Aldehyde | Amine | Product | Conv.(Yield) (%) |
---|---|---|---|---|
1 | 99 (92) | |||
2 | 86 (74) | |||
3 | 95 (88) | |||
4 | 17 (15) | |||
5 | 44 (40) | |||
6 | 85 (83) | |||
7 | 49 (33) | |||
8 | 58 (35) | |||
9 | 62 (55) | |||
10 | 68 (60) |
To a mixture of palladium catalyst, sodium sulfate (100mg, 0.7 mmol), 7 (0.2 mmol), and 8 (0.52 mmol) in 1 mL CH2Cl2 in Schlenk tube was added dropwise 9 (0.4 mmol). The mixture was stirred for 24 hrs at room temperature. If necessary, compounds were purified by column chromatography on silica gel with a gradient elution of hexanes/ethyl acetate.
Isolated yields.