反应详情

To a solution of isatin (200 mg, 1.36 mmol) in DMF (5 mL) was added cesium carbonate (487 mg, 1.5 mmol). The reaction was stirred at room temperature for 90 minutes. Propargyl bromide (243 uL, 1.63 mmol) was then added. The reaction was stirred overnight at room temperature, concentrated in vacuo, dissolved in EtOAc and washed with saturated NaHCO3(aq) (1×). The layers were separated and the aqueous layer was extracted with additional EtOAc (2×). The combined organic phases was dried over Na2SO4, filtered and concentrated in vacuo. Further purification of the residue was not necessary. The title compound was obtained as an orange solid (255 mg, quantitative yield). 1H NMR (400 MHz, CDCl3) δ 2.31 (t, J=2.54 Hz, 1H), 4.55 (d, J=2.54 Hz, 2H), 7.12-7.15 (m, 1H), 7.19 (dt, J=7.52, 0.78 Hz, 1H), 7.63-7.68 (m, 2H).

1. stirringThe reaction was stirred overnight at room temperature
2. concentrationconcentrated in vacuo
3. dissolutiondissolved in EtOAc
4. washwashed with saturated NaHCO3(aq) (1×)
5. customThe layers were separated
6. extractionthe aqueous layer was extracted with additional EtOAc (2×)
7. dry with materialThe combined organic phases was dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customFurther purification of the residue