Triacetoxyperiodinane → 2H-1,5-Benzodioxepin-3(4H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,4-dihydro-2H-1,5-benzodioxepin-3-ol (1 g, 6.02 mmol) in dichloromethane (20 ml) was added Dess-Martin periodinane (2.8 g, 6.60 mmol). The mixture was stirred overnight at 25° C., and then purified by flash chromatography on a Biotage Horizon, 40M column, eluting with 1 column volume of 100% dichloromethane, followed by a gradient of 0 to 100% ethyl acetate in dichloromethane over 10 column volumes, to provide the title compound (964 mg, 5.87 mmol, 98% yield). 1H NMR (500 MHz, CDCl3): δ 6.99 (m, 4H), 4.72 (s, 4H).

Provenance & Evidence