1: 81 percent / aq. CAN / acetonitrile / 0.08 h / 20 °C 2: 82 percent / t-BuOK / dimethylformamide / 0.17 h / 80 °C / Irradiation View Scheme

potassium tert-butylate in N,N-dimethyl-formamide T=80°C; Irradiation;

sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether; ethanol Suzuki coupling; 42 h; Heating;

1.1: 98 percent / SnCl2*2H2O; aq. HCl / ethanol 2.1: 88 percent / aq. KOH / 1 h / Heating 3.1: n-BuLi / tetrahydrofuran / -78 °C 3.2: B(OMe)3 / tetrahydrofuran / -78 - 20 °C 4.1: 100 percent / aq. Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; ethanol / 42 h / Heating View Scheme

1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: B(OMe)3 / tetrahydrofuran / -78 - 20 °C 2.1: 100 percent / aq. Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; ethanol / 42 h / Heating View Scheme

1.1: 88 percent / aq. KOH / 1 h / Heating 2.1: n-BuLi / tetrahydrofuran / -78 °C 2.2: B(OMe)3 / tetrahydrofuran / -78 - 20 °C 3.1: 100 percent / aq. Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; ethanol / 42 h / Heating View Scheme

ammonium cerium(IV) nitrate in acetonitrile T=20°C; 0.0833333 h;