2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-bromo-6-nitro-1H-indole

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-bromo-6-nitro-2,3-dihydro-1H-indole (20 g, 82.3 mmol) in 1,4-dioxane (400 mL) was added DDQ (30 g, 0.13 mol). The mixture was stirred at 80° C. for 2 h. The solid was filtered off and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to afford 5-bromo-6-nitro-1H-indole (7.5 g, 38%).

Provenance & Evidence