potassium phosphate; C43H59NO2PPd(1+)*CH3O3S(1-) in tert-butyl alcohol T=110°C; 1.5 h; Inert atmosphere; Reagent/catalyst;

carbon disulfide; aluminium trichloride T=0°C;

aluminium trichloride; iron(III) chloride 1.) nitromethane, 30 min, RT 2.) nitromethane, RT, 5 h; Yield given. Multistep reaction;

T=0°C;

iodine; mercury(II) oxide ultrasound, 10 min, 90 deg C, 30 min;

trifluoroacetic acid T=95°C; 5 h;

1,3,5,7-tetra-azatricyclo[5.1.1.13,5]decane 12 h; Heating;

cyclohexyl(iPr)NLi 1) THF, hexane, -78 deg C, 1 h; 2) THF, -20 deg C, then room temp., overnight; Yield given. Multistep reaction;

1: 75 percent / hexamethylenetetramine / 12 h / Heating 2: 65 percent / NaH / EtOH / toluene / 1 h / Ambient temperature 3: 70 percent / NaOAc / 3 h / 140 °C 4: 78 percent / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature 5: 90 percent / Et3N, DMAP / CH2Cl2 / 5 h / Ambient temperature 6: 90 percent / cerium(IV) ammonium nitrate / acetonitrile; H2O / 3 h / Ambient temperature 7: 84 percent / AlCl3 / CH2Cl2 / 1 h / Ambient temperature 8: 75 percent / 1 h / 100 °C 9: 95 percent / AlCl3 / CH2Cl2 / 24 h / Ambient temperature 10: 98 percent / 10percent aq. NaOH / 24 h / Ambient temperature View Scheme

1: p-Me-C6H4-X, X = lithium or magnesium halide With titanium tetraethoxide in tetrahydrofuran T=0°C; 2: 2,5-dimethoxy-4-chloro-benzene With P[2,4,6-(OMe)3C6H2]3; bis(acetylacetonate)nickel(II) in tetrahydrofuran T=65°C; 3 h; Further stages.;