1.1: trifluoromethylsulfonic anhydride; pyridine / acetonitrile / 2 h / 20 °C / |Cooling with ice; |Inert atmosphere 1.2: 20 °C / |Inert atmosphere 2.1: sodium amide / tetrahydrofuran / |Reflux; |Inert atmosphere; |Cooling with ice 3.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C 3.2: 3 h / 20 °C 4.1: sodium tetrahydroborate / methanol / 13 h / 20 °C / |Irradiation View Scheme

bromine in acetic acid

1: Br2 / acetic acid 2: N-methylpyrrolidone / Heating View Scheme

1: Br2 / acetic acid 2: N-methylpyrrolidone / Heating 3: NaH2PO2, Py / Raney-Ni / acetic acid View Scheme