sodium carbonate in ethanol T=150°C; Arylation; 12 h;

4-methyl-morpholine in methanol; ethylene glycol dimethyl ether; dichloromethane

1: Na2SO4 / CH2Cl2 / 0.5 h / 20 °C 2: 2.34 g / NaBH4 / methanol / 0.5 h 3: triethylamine / CH2Cl2 / 1 h / 20 °C 4: dimethylformamide / 1 h / 20 °C 5: p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 0.5 h / 20 °C 6: 75 percent / Rh2(OAc)4 / 1,2-dichloro-ethane / 12 h / Heating 7: 90 percent / lithium; NH3 / tetrahydrofuran / -78 °C View Scheme

phosphorus pentachloride; N-ethyl-N,N-diisopropylamine in tetrahydrofuran; ethyl acetate