O[O:2][S:3]([O-:5])=O.[K+].[CH3:7]O.[Br:9][C:10]([F:31])([F:30])[C:11]1[O:15][N:14]=[C:13]([C:16]2[CH:21]=[CH:20][C:19](SC)=[CH:18][CH:17]=2)[C:12]=1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1COCC1.O>[Br:9][C:10]([F:30])([F:31])[C:11]1[O:15][N:14]=[C:13]([C:16]2[CH:17]=[CH:18][C:19]([S:3]([CH3:7])(=[O:5])=[O:2])=[CH:20][CH:21]=2)[C:12]=1[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1A mixture of Oxone® (120 mg), H2O (3 mL) and MeOH (1 mL) was added dropwise to a solution of 6 (43 mg, 0.108 mmol) in THF (5 mL) with stirring. The reaction mixture was stirred for 2 h and diluted with H2O (10 mL). The product was extracted with CH2Cl2 and the organic extracts were dried over anhydrous MgSO4. After filtration, the filtrate was concentrated and the resulting residue was purified by flash column chromatography with hexanes-EtOAc (4:1) to give 7 (39 mg, 81%) as a colorless solid: 1H NMR (CDCl3) δ 3.11 (3H, s, SO2Me), 7.27-7.98 (9H, m, Ar). HRMS (FAB) Calculated for C17H13BrF2NO3S (MH+, 427.9766). Found: 427.9765.
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