1: 87 percent / ammonium formate / Pd/C / methanol / 12 h / Heating 2: 95 percent / AcCl / 14 h / Heating 3: 93 percent / Et3N / methanol / 14 h / Ambient temperature 4: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C 5: 87 percent / NaI / pyridine / 7.5 h 6: 88 percent / methanol / 2 h / Ambient temperature 7: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h 8: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h 9: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h 10: 80 percent / 0.67 h / 105 - 110 °C 11: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature 12: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature 13: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 14: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature 15: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h 16: 95 percent / CH2Cl2 View Scheme

1: 87 percent / ammonium formate / Pd/C / methanol / 12 h / Heating 2: 95 percent / AcCl / 14 h / Heating 3: 93 percent / Et3N / methanol / 14 h / Ambient temperature 4: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C 5: 87 percent / NaI / pyridine / 7.5 h 6: 88 percent / methanol / 2 h / Ambient temperature 7: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h 8: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h 9: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h 10: 80 percent / 0.67 h / 105 - 110 °C 11: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature 12: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature 13: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 14: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature 15: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h View Scheme