反应详情

温度

100 °C

Tetrakis(triphenylphosphine)palladium(0) (17 mg) is added to a flask charged with a stir bar, trifluoromethanesulfonic acid cis-1-(2,2,2-trifluoro-acetyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridin-6-yl ester (200 mg), trimethylboroxine (81 μL), K3PO4 (0.15 g), and 1,4-dioxane (4 mL) under argon atmosphere at room temperature. The reaction mixture is heated to 100° C. and stirred at this temperature overnight. Another portion of trimethylboroxine (40 μL) and tetrakis(triphenylphosphine)palladium(0) (17 mg) is then added and stirring is continued at 100° C. The addition of further amounts of trimethylboroxine and tetrakis(triphenylphosphine)palladium(0) is repeated after each 6 h of stirring until the starting material is completely consumed. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extract is dried (Na2SO4) and concentrated and the residue is chromatographed on silica gel (dichloromethane/methanol 1:0→9:1) to give the title compound. Yield: 50 mg (37% of theory); LC (method 1): tR=4.62 min; Mass spectrum (ESI+): m/z=284 [M+H]+.

1. additioncharged with a stir bar
2. customat room temperature
3. stirringstirring
4. customis continued at 100° C
5. waitis repeated after each 6 h
6. stirringof stirring until the starting material
7. customis completely consumed
8. temperatureAfter cooling to room temperature
9. additionwater is added
10. extractionthe resulting mixture is extracted with ethyl acetate
11. extractionThe combined extract
12. dry with materialis dried (Na2SO4)
13. concentrationconcentrated
14. customthe residue is chromatographed on silica gel (dichloromethane/methanol 1:0→9:1)