反应详情

A mixture of 5-iodoindole (0.36 g; 1.48 mmol), NaCN (0.15 g; 3 mmol), Pd(Ph3)4 (0.23 g; 0.22 mmol) and CuI (0.06 g; 0.3 mmol) in anhydrous CH3CN (3 ml) was refluxed for 2.5 h under N2. After cooling to room temperature, the mixture was diluted to 20 ml with EtOAc and filtered through a pad of Celite. The filtrate was washed with H2O, brine, dried over anhydrous MgSO4 and filtered. The filtrate was evaporated to dryness under reduced pressure, dissolved in a small volume of CH2Cl2 and filtered through a small pad of SiO2, which was washed with fresh CH2Cl2. The combined filtrates were evaporated to dryness under reduced pressure to give the title compound (0.2 g; 95%) as colourless solid. 1H-NMR (CDCl3) 6.62 (tr, 1H, J=2.5 Hz); 7.33 (tr, 1H, J=2.5 Hz); 7.39-7.47 (m, 2H); 7.98 (s, 1H); 8.51 (broad s, 1H).

1. temperaturewas refluxed for 2.5 h under N2
2. filtrationfiltered through a pad of Celite
3. washThe filtrate was washed with H2O, brine
4. dry with materialdried over anhydrous MgSO4
5. filtrationfiltered
6. customThe filtrate was evaporated to dryness under reduced pressure
7. dissolutiondissolved in a small volume of CH2Cl2
8. filtrationfiltered through a small pad of SiO2, which
9. washwas washed with fresh CH2Cl2
10. customThe combined filtrates were evaporated to dryness under reduced pressure