2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 7-bromo-5-nitro-1H-indole

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Reaction Steps

To a solution of 7-bromo-5-nitroindoline (3.0 g, 12.3 mmol) in 200 mL of acetone was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone until color of the solution turns to dark green. The reaction mixture was concentrated in vacuo and subjected to column chromatography (CHCl3, neat) to yield 2.7 g (11.2 mmol, 91%) of the indole.

Provenance & Evidence