反应详情

(1,3-Diisopropylimidazol-2-ylidene)(3-chloropyridyl)palladium (II) dichloride (2 mg, 10 mol %) and LiBr (41 mg, 0.47 mmol) were dissolved in dry NMP and the solution was degassed with N2 for 5 minutes. Then 1-acetyl-6′-chloro-1′,2′-dihydrospiro[azetidine-3,3′-indole]-1′-yl-carboxylic acid tert-butyl ester (100 mg, 0.29 mmol) and benzylzinc bromide (0.5M solution in toluene, 950 μL, 0.475 mmol) were added. The reaction mixture was stirred under N2 for 4 h. A second aliquot of catalyst (2 mg) and benzylzinc bromide (950 μL) were added and stirring maintained for 4 h. The reaction was quenched with water and extracted with EtOAc. The organic phase was dried (MgSO4), filtered and concentrated. The crude material was purified by column chromatography (EtOAc:petrol 1:1 to EtOAc 100%) to give the title compound (200 mg) as a pale yellow oil (ca. 50% pure by NMR, contaminated with NMP), used without further purification. MS: [M+H]+=393.

1. customthe solution was degassed with N2 for 5 minutes
2. stirringstirring
3. temperaturemaintained for 4 h
4. customThe reaction was quenched with water
5. extractionextracted with EtOAc
6. dry with materialThe organic phase was dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude material was purified by column chromatography (EtOAc:petrol 1:1 to EtOAc 100%)