Cesium carbonate → 2,5,7-Trimethyl-1-oxo-6-vinyl-indan-2-carboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

A solution of potassium vinyltrifluoroborate (0.186 g, 1.38 mmol), PdCl2, (0.033 g, 0.18 mmol), PPh3 (0.073 g, 0.27 mmol), Cs2CO3 (1.2 g, 3.69 mmol) and compound 5 (0.3 g, 0.92 mmol) in THF/H2O (9:1) (3 mL) was heated at 85° C. under an Argon atmosphere in a sealed tube. The reaction mixture was stirred at 85° C. for 48 h, then cooled to room temperature and diluted with H2O (6 mL) followed by extraction with ethyl acetate (30 mL), dried (Na2SO4) and concentrated in vacuo. Purification by column chromatography (SiO2, 2 to 4% EtOAc in petroleum ether eluant) gave pure compound 6 (0.23 g, 92%).

Provenance & Evidence