6-Cyclopropyl-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one → 6-cyclopropyl-8-fluoroisoquinolin-1(2H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of compound I (0.272 g, 1.32 mmol) in 8 ml dioxane placed in a pressure tube was added under argon DDQ (0.301 g, 1.32 mmol). The tube was sealed and the mixture heated at 100° C. for 18 hours with stirring. After cooling the reaction was diluted with ethyl acetate and the organic phase washed with 1N NaOH and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (75% ethyl actate/hexane to 100% ethyl acetate) to afford 90 mg (33% yield) of II.

Provenance & Evidence