1: 89 percent / MnO2 / CHCl3 / 5 h / Ambient temperature 2: 1.) Mg / 1.) ether, r.t., 1 h; 2.) THF/ether, r.t., 1 h 3: 85 percent / pyridine / 6 h / Ambient temperature 4: 78 percent / PPTS / ethanol / 2 h / 55 °C 5: 75 percent / pyridinium dichromate / CH2Cl2 / 6 h / Ambient temperature 6: AgNO3, KOH / ethanol; H2O / 2 h / Ambient temperature 7: diethyl ether / 0.5 h / 0 °C 8: 89 percent / H2, quinoline / Pd-CaCO3 / hexane 9: 65 percent / K2CO3 / methanol; H2O / 12 h / Ambient temperature View Scheme

1: H2 / Lindlar's catalyst / hexane; ethanol 2: TEA / CH2Cl2 / 4 h / 0 °C 3: 1.) Mg, 2.) Li2CuCl3 / 1.) THF, 2.) 0 deg C, 3 h 4: 82 percent / PTS / methanol / Ambient temperature View Scheme

1: 65 percent / triphenylphosphine, carbon tetrachloride / 6 h / Heating 2: 1.) CuI / 1.) ether, room temperature, 1 h, 2.) THF, 4 h, room temperature 3: 85 percent / PTS acid / methanol / 24 h / Ambient temperature View Scheme