Triacetoxyperiodinane → 4-bromo-6-fluoro-1H-indole-2-carbaldehyde

Participants

Reaction Steps

To a solution of (4-bromo-6-fluoro-1H-indol-2-yl)methanol (2.6 g, 11 mmol) in CH2Cl2 (100 mL) at r.t. was added Dess-Martin periodinane (6.4 g, 15 mmol). The mixture was stirred for 30 minutes at r.t. and saturated aqueous NaHCO3 was added. The mixture was filtered through a celite pad and the filtrate was extracted with CH2Cl2. The combined organic layers were dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with 30% EtOAc to give 2 g of the title compound.

Provenance & Evidence