caesium carbonate; bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran T=100°C; 14 h;

1: 2-cyclohexylidene-1,1-dimethylhydrazine With n-butyllithium in tetrahydrofuran; hexane T=0°C; 0.5 h; 2: (3-iodoprop-1-yl)benzene in tetrahydrofuran; hexane T=0 - 25°C; 3: With sulfuric acid in tetrahydrofuran; hexane T=25°C; 1 h; Further stages.;

1: 47 percent / 2nd generation Grubbs catalyst / CH2Cl2 / 1 h / Heating 2: 56 percent / tert-dodecanethiol; AIBN / toluene / 24 h / Heating View Scheme

1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / 0 °C 1.2: tetrahydrofuran / 0.67 h / -18 °C 2.1: 485 mg / oxalic acid / tetrahydrofuran; H2O / 6 h / 27 °C 3.1: 29 percent / bis(triphenylphosphine)palladium(II) dichloride; cesium carbonate / tetrahydrofuran / 14 h / 100 °C View Scheme

1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / 0 °C 1.2: tetrahydrofuran / 0.67 h / -18 °C 2.1: 485 mg / oxalic acid / tetrahydrofuran; H2O / 6 h / 27 °C 3.1: 29 percent / bis(triphenylphosphine)palladium(II) dichloride; cesium carbonate / tetrahydrofuran / 14 h / 100 °C View Scheme

ethanol; nickel Hydrogenation;