Ethanol → Methyl(6-hydroxy-4-vinyl-1-benzothiophen-3-yl)acetate

Participants

Reaction Conditions

Reaction Steps

To a mixture of methyl(4-(((trifluoromethyl)sulfonyl)oxy)-6-((triisopropylsilyl)oxy)-1-benzothiophen-3-yl)acetate (900 mg) and EtOH (3 mL) were added potassium vinyl(trifluoro)borate (252 mg), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (140 mg) and TEA (0.476 mL) at room temperature, and the mixture was stirred at 110° C. with microwave irradiation for 15 min. The mixture was poured into brine at room temperature and extracted with EtOAc. The organic layer was separated, washed with brine, and dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (379 mg).

Provenance & Evidence