boron tribromide in dichloromethane Ambient temperature;

1: 71 percent / 10percent Pd/C / various solvent(s) / 4 h / Heating 2: 95 percent / BBr3 / CH2Cl2 / Ambient temperature View Scheme

pyridine 18 h;

1: 92 percent / pyridine / 18 h 2: 77 percent / (PhSeO)2O / tetrahydrofuran / 4 h / Heating View Scheme

1: 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 3 h 2: 83 percent / NaBH4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature 3: 81 percent / 4-(N,N-dimethylamino)pyridine, imidazole / CH2Cl2 / 2 h / Ambient temperature 4: 100 percent / 0.1 M KOH / tetrahydrofuran; methanol / 1 h / Ambient temperature 5: 72 percent / (SO3K)2NO, KH2PO4, Adogen 464 / benzene 6: 96 percent / NaBH4, O2 / ethanol / 84 h 7: 54 percent / 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 1.5 h 8: 58 percent / n-Bu4NF / tetrahydrofuran / 4 h 9: 85 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 5 h / Ambient temperature 10: 99 percent / NaOMe / tetrahydrofuran; methanol / 0.17 h / Heating View Scheme