Potassium Carbonate → 5-(1-Phenyl-1,2,3,6-tetrahydropyridin-4-yl)indolin-2-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-phenyl-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate (104 mg, 0.339 mmol) in 1,4-Dioxane (3 ml) and H2O (1 ml) were added 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one (97.6 mg, 0.377 mmol), Pd(PPh3)4 (38.8 mg, 0.00336 mmol), LiCl (47.1 mg, 1.11 mmol) and K2CO3 (140 mg, 1.01 mmol). After stirring at 120° C. in microwave reactor for 1 h, the reaction mixture was quenched by sat. NaHCO3 aq. The resulting mixture was extracted with CHCl3, the organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (CHCl3/MeOH) to give 5-(1-phenyl-1,2,3,6-tetrahydropyridin-4-yl)indolin-2-one (75.8 mg) as mixture of triphenylphosphine oxide.

Provenance & Evidence