[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][C:2]1=[O:7].[F:8][C:9]([F:18])([F:17])[C:10]1[CH:15]=[CH:14][C:13](I)=[CH:12][CH:11]=1>[Cu]>[F:8][C:9]([F:18])([F:17])[C:10]1[CH:15]=[CH:14][C:13]([N:1]2[CH2:6][CH2:5][S:4][CH2:3][C:2]2=[O:7])=[CH:12][CH:11]=1A mixture of thiomorpholin-3-one (500 mg, 4.27 mmol), 4-trifluoromethyl-1-iodobenzene (1.25 mL, 8.5 mmol) and copper metal (814 mg, 12.8 mmol) was heated in a sealed glass tube at 185-200° C. for 18 hours. The residue was then purified by flash chromatography to give 260 mg of the title product as a white solid.
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