potassium tert-butylate in dimethyl sulfoxide 2 h; Irradiation;

1.1: Br2 / acetic acid 2.1: aq. H2SO4 3.1: NaNO2; H2SO4 3.2: KI View Scheme

1.1: NaN3; CF3COOH 2.1: Br2 / acetic acid 3.1: aq. H2SO4 4.1: NaNO2; H2SO4 4.2: KI View Scheme

Diazotization.Behandeln der Diazoniumsulfatloesung mit Jodwasserstoffsaeure;

hydrogenchloride; iodine; potassium iodide; sodium nitrite 1.) 0 deg C, 30 min, 2.) H2O, 0 deg C, 1 h; Yield given. Multistep reaction;

1.1: aq. H2SO4 2.1: NaNO2; H2SO4 2.2: KI View Scheme

1: bis(dibenzylideneacetone)-palladium(0); 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine / toluene / 96 h / 120 °C / |Schlenk technique 2: bis(dibenzylideneacetone)-palladium(0); potassium phosphate; triphenylphosphine / 1,4-dioxane / 12 h / 105 °C / |Inert atmosphere; |Schlenk technique 3: bis-[(trifluoroacetoxy)iodo]benzene; palladium (II) trifluoroacetate / nitromethane / 60 °C / |Sealed tube View Scheme