反应详情

温度

110 °C

To a solution of N-{2-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenoxy]ethyl}acetamide (100 mg, 0.35 mmol) in ethanol (1.4 mL) were added 5-bromo-6-chloro-1H-indole-3-carbaldehyde (107 mg, 0.42 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (26 mg, 0.036 mmol), 2M aqueous potassium carbonate (2 mol/L, 0.7 mL) and toluene (4.2 mL). The mixture was degassed with nitrogen for 3 min and heated to 110° C. by microwave irradiation for 1 h. The mixture was concentrated in vacuo to give a residue, which was dissolved with ethyl acetate (50 mL) and washed with brine (2×15 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to give a brown residue, which was purified by flash chromatography (petroleum ether/ethyl acetate=10:1 to 2:1) to give N-{2-[4-(6-chloro-3-formyl-1H-indol-5-yl)phenoxy]ethyl}acetamide (80 mg, 65%) as a yellow solid.

1. customThe mixture was degassed with nitrogen for 3 min
2. concentrationThe mixture was concentrated in vacuo
3. customto give a residue, which
4. washwashed with brine (2×15 mL)
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customto give a brown residue, which
8. customwas purified by flash chromatography (petroleum ether/ethyl acetate=10:1 to 2:1)