1: SOCl2 / benzene / 2 h / 50 - 60 °C 2: 91 percent / benzene; pyridine / 20 °C 3: 85 percent / POCl3 / toluene / 3 h / Heating 4: 100 percent / NaBH4 / methanol / 0.25 h 5: 75 percent / Pd(OAc)2; PPh3; K2CO3 / toluene / 26 h / Heating 6: 87 percent / LiAlH4 / tetrahydrofuran / 0.75 h / Heating View Scheme

1.1: SOCl2 / benzene / 2 h / 50 - 60 °C 2.1: 91 percent / benzene; pyridine / 20 °C 3.1: 85 percent / POCl3 / toluene / 3 h / Heating 4.1: 92 percent / methylene blue; O2 / CH2Cl2; methanol / 0.5 h / 15 °C / Irradiation 5.1: 82 percent / acetonitrile / 1.25 h / Heating 6.1: 92 percent / H2 / PtO2 / methanol / 3 h / 17 °C 7.1: 90 percent / NaBH4 / methanol / 2 h 8.1: CuCl2 / toluene / 0.03 h / 140 °C 8.2: NaBH4 / methanol / 2 h / 20 °C View Scheme

1: SOCl2 / benzene / 2 h / 50 - 60 °C 2: 91 percent / benzene; pyridine / 20 °C 3: 85 percent / POCl3 / toluene / 3 h / Heating 4: 92 percent / methylene blue; O2 / CH2Cl2; methanol / 0.5 h / 15 °C / Irradiation 5: 82 percent / acetonitrile / 1.25 h / Heating 6: 92 percent / H2 / PtO2 / methanol / 3 h / 17 °C 7: 81 percent / O2 / methanol / 1 h View Scheme