Triacetoxyperiodinane → 1-(6-Bromopyridin-2-yl)prop-2-yn-1-one

Participants

Reaction Steps

To a solution of 1-(6-bromopyridin-2-yl)prop-2-yn-1-ol (Example 512 Step 1) (1.00 g, 4.72 mmol) in CH2Cl2 (30 mL) was added Dess-Martin periodinane (4.00 g, 9.43 mmol). The reaction was stirred at room temperature for 2 h. It was subsequently diluted with CH2Cl2 and washed with 20% Na2S2O3. The combined organic layers were dried (MgSO4), filtered, and evaporated. Flash chromatography (0-25% EtOAc/hexanes) afforded the title compound as a colorless solid.

Provenance & Evidence