copper(II) oxide; PdCl2(PPh2(CH2)4PPh2) in N,N-dimethyl-formamide T=105 - 110°C;

manganese(IV) oxide in chloroform T=25°C; Aromatisation; 21 h;

1: LDA / tetrahydrofuran / 24 h / 25 °C 2: MnO2 / CHCl3 / 21 h / 25 °C View Scheme

1: 73 percent / ethanol / 17 h / Heating 2: LDA / tetrahydrofuran / 24 h / 25 °C 3: MnO2 / CHCl3 / 21 h / 25 °C View Scheme

1: 73 percent / ethanol / 17 h / Heating 2: LDA / tetrahydrofuran / 24 h / 25 °C 3: MnO2 / CHCl3 / 21 h / 25 °C View Scheme

1: 79 percent / dichloro<1,6-bis(diphenylphosphino)butane>palladium(II), copper(II) oxide / dimethylformamide / 1.5 h / 110 °C 2: 73 percent / 1.) aq. ferrous sulfate, 12 M hydrochloric acid; 2.) 25percent aq. ammonia / 1.) 100 deg C, 5 min; 2.) 60 deg C, 1 h 3: 38 percent / thionyl chloride / 12 h / Ambient temperature View Scheme

thionyl chloride 12 h; Ambient temperature;