Iodine → HCID 53905125, compound

Participants

Reaction Steps

Iridium complex (1,5-cyclooctadiene bis(methyldiphenylphosphine)iridium hexafluorophosphate, 172 mg, 0.15 mmol) was suspended in tetrahydrofuran (5 mL), and activated by stirring under H2 flow. Compound 15 (811 mg, 1.47 mmol) dissolved in tetrahydrofuran (5 mL) was added to the solution, and the mixture was stirred at room temperature for 1 hour under argon gas flow. Iodine (745 mg), water (38 mL), and tetrahydrofuran (15 mL) were added thereto, and the mixture was further stirred at room temperature for 1 hour. The reaction mixture was diluted with chloroform, and then washed successively with saturated sodium thiosulfate solution, saturated aqueous sodium hydrogencarbonate, and saturated brine. The chloroform layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (toluene:EtOAc=5:2) to obtain Compound 16 (589 mg, 82.1%). Rf: 0.35 (toluene:AcOEt=2:1)

Provenance & Evidence