1: 92 percent / ZnBr2 / CH2Cl2 / 11 h / Ambient temperature 2: 87.2 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature 3: 94 percent / DIBALH / CH2Cl2; hexane / 0.5 h / -40 °C 4: 84 percent / DMAP, pyridine / 0.25 h / Ambient temperature 5: 48 percent / PPh3 / Pd2(dba)3*CHCl3 / acetic acid / 10 h / 110 °C View Scheme

1: AlCl3 2: H2 / Pd-C 3: polyphosphoric acid 4: H2 / Pd-C View Scheme

hydrogen; palladium on activated charcoal

1: polyphosphoric acid 2: H2 / Pd-C View Scheme

palladium on activated charcoal Heating;