hydrogen; palladium on activated charcoal in methanol 24 h; Ambient temperature;

1: 57 percent / lithium tetrachloropalladate / methanol / 12 h / Heating 2: 89 percent / hydrogen / Pd/C / methanol / 24 h / Ambient temperature View Scheme

1: 1.) mercuric acetate, 2.) lithium tetrachloropalladate / 1) water, 60 deg C, 5 h; 2) methanol, 12 h, reflux 2: 89 percent / hydrogen / Pd/C / methanol / 24 h / Ambient temperature View Scheme

1: 57 percent / lithium tetrachloropalladate / methanol / 12 h / Heating 2: 89 percent / hydrogen / Pd/C / methanol / 24 h / Ambient temperature View Scheme

1.1: 46 percent / NBS; benzoyl peroxide / CCl4 / 1 h / Heating 2.1: n-BuLi / tetrahydrofuran; cyclohexane / 12 h / -40 °C 2.2: 52.5 percent / tetrahydrofuran; cyclohexane / 12 h / -78 °C 3.1: 92 percent / HgCl2; CaCO3 / acetonitrile; H2O / 8 h / Heating 4.1: 74 percent / Et3N; HF / tetrahydrofuran / 10 h / 20 °C 5.1: 73 percent / Irradiation View Scheme

1.1: n-BuLi / tetrahydrofuran; cyclohexane / 12 h / -40 °C 1.2: 52.5 percent / tetrahydrofuran; cyclohexane / 12 h / -78 °C 2.1: 92 percent / HgCl2; CaCO3 / acetonitrile; H2O / 8 h / Heating 3.1: 74 percent / Et3N; HF / tetrahydrofuran / 10 h / 20 °C 4.1: 73 percent / Irradiation View Scheme

1: 74 percent / Et3N; HF / tetrahydrofuran / 10 h / 20 °C 2: 73 percent / Irradiation View Scheme

1: 92 percent / HgCl2; CaCO3 / acetonitrile; H2O / 8 h / Heating 2: 74 percent / Et3N; HF / tetrahydrofuran / 10 h / 20 °C 3: 73 percent / Irradiation View Scheme

Dimerization; decarbonylation; Irradiation;