Cesium carbonate → 3-(2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-4-oxochroman-6-yl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of crude 6-bromo-2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)chroman-4-one (460 mg, 1.36 mmol), 3-cyanophenylboronic acid (299 mg, 2.0 mmol) and Cs2CO3 (866 mg, 2.72 mmol) in 1,4-dioxane (5 mL) and H2O (1 mL) charged in a 10 mL CEM microwave test tube was added PdCl2(PPh3)2 (50 mg), then the system was degassed by sweeping N2 and capped. Then the mixture was heated to 100° C. for 10 min in a CEM microwave reactor. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel give (3-(2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-4-oxochroman-6-yl)benzonitrile (251 mg). MS ESI+ve m/z 362 (M+H)+.

Provenance & Evidence