Triacetoxyperiodinane → 4-formyl-3,4-dihydro-2H-chromene-8-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(hydroxymethyl)-3,4-dihydro-2H-chromene-8-carbonitrile (210 mg, 1.11 mmol) in 10 mL of anhydrous DCM was added NaHCO3 (933 mg, 11.1 mmol), Dess-Martin reagent (942 mg, 2.22 mmol) at 0° C. The mixture was stirred at 0° C. for 1-2 hours. The reaction mixture was filtrated and purified by prep-TLC to give 4-formyl-3,4-dihydro-2H-chromene-8-carbonitile. 1H-NMR (400 MHz, CDCl3) δ ppm 9.67 (s, 1H), 7.43˜7.45 (m, 1H), 7.34˜7.36 (m, 1H), 6.93˜6.97 (m, 1H), 4.35˜4.39 (m, 1H), 4.0˜4.06 (m, 1H), 3.58˜3.6 (m, 1H), 2.4˜2.46 (m, 1H), 2.06˜2.14 (m, 1H).

Provenance & Evidence