benzenesulfonyl chloride in dichloromethane 24 h; Ambient temperature;

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zinc dibromide

1: 5.7 g / n-butyl-lithium, diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.33 h / -78 °C 2: 94 percent / tetrahydrofuran / -78 deg C, 1 h, 20 deg C, 1 h 3: 83 percent / benzene sulphonyl chloride / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 95 percent / NBS / 110 - 115 °C 2: 74 percent / anhydr. ZnBr2 / xylene / 8 h / Heating 3: 5.7 g / n-butyl-lithium, diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.33 h / -78 °C 4: 94 percent / tetrahydrofuran / -78 deg C, 1 h, 20 deg C, 1 h 5: 83 percent / benzene sulphonyl chloride / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 74 percent / anhydr. ZnBr2 / xylene / 8 h / Heating 2: 5.7 g / n-butyl-lithium, diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.33 h / -78 °C 3: 94 percent / tetrahydrofuran / -78 deg C, 1 h, 20 deg C, 1 h 4: 83 percent / benzene sulphonyl chloride / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 94 percent / tetrahydrofuran / -78 deg C, 1 h, 20 deg C, 1 h 2: 83 percent / benzene sulphonyl chloride / CH2Cl2 / 24 h / Ambient temperature View Scheme