p-Toluenesulfonic acid → 7-Iodo-8-phenyl-chromeno[7,8-d]oxazol-6-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-amino-8-hydroxy-3-iodo-2-phenyl-chromen-4-one (151 mg, 0.4 mmol) in trimethylorthoformate (3 mL) was added p-toluenesulfonic acid (2 mg, 0.01 mmol). The reaction mixture was stirred at 100° C. for 2 hours, allowed to RT and the solvent removed. The resulting residue was subjected to flash chromatography (SiO2, gradient 20-100% ethyl acetate in cyclohexane) to give the title compound as a beige solid (136 mg, 87%). LCMS (Method G): RT=3.52 min, [M+H]+=389.

Provenance & Evidence