[F:1][C:2]([S:5][CH2:6][CH2:7][S:8]([CH2:11][C:12]#[N:13])(=[O:10])=[O:9])([F:4])[F:3].[F:14][C:15]([S:18][CH2:19][CH2:20]OS(C(F)(F)F)(=O)=O)([F:17])[F:16].[C:29]([O-])([O-])=O.[K+].[K+]>COCCOC.O>[CH3:29][C:11]([S:8]([CH2:7][CH2:6][S:5][C:2]([F:1])([F:4])[F:3])(=[O:9])=[O:10])([CH2:20][CH2:19][S:18][C:15]([F:17])([F:16])[F:14])[C:12]#[N:13]A mixture of (2-trifluoromethylsulfanyl-ethanesulfonyl)-acetonitrile (190 mg, 0.81 mmol), trifluoro-methanesulfonic acid 2-trifluoromethylsulfanyl-ethyl ester (340 mg, 1.22 mmol) and K2CO3 (340 mg, 2.44 mmol) in 1,2-dimethoxyethane (10 mL) was stirred under nitrogen at room temperature overnight. The reaction mixture was diluted with H2O (40 mL) and extracted with ethyl acetate (3×30 mL). The combined organic extracts were washed with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography (SiO2, gradient of EtOAc/cyclohexane) to afford compound II-26 (20 mg, 7%).
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