methanol; potassium carbonate in tetrahydrofuran T=20°C;

1: With hydrogen; palladium on activated charcoal in ethyl acetate T=20°C; 14 h; 2: With potassium carbonate in methanol T=70°C; 1.5 h; Further stages.;

1.1: AlBr3 / acetonitrile / 1 h / 0 °C 1.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 2.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 3.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 3.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 2.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 2.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: 82 percent / DMAP; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride / CH2Cl2 / 15 h / 20 °C 2.1: 42 percent / K2CO3 / pyridine / 1 h / Heating 3.1: 92 percent / K2CO3 / acetonitrile / 3 h / 60 °C 4.1: AlBr3 / acetonitrile / 1 h / 0 °C 4.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 5.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 6.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 6.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: 42 percent / K2CO3 / pyridine / 1 h / Heating 2.1: 92 percent / K2CO3 / acetonitrile / 3 h / 60 °C 3.1: AlBr3 / acetonitrile / 1 h / 0 °C 3.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 4.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 5.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 5.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: 92 percent / K2CO3 / acetonitrile / 3 h / 60 °C 2.1: AlBr3 / acetonitrile / 1 h / 0 °C 2.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 3.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 4.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 4.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: 68 percent / K2CO3 / acetone / 22 h / 20 °C 2.1: 82 percent / DMAP; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride / CH2Cl2 / 15 h / 20 °C 3.1: 42 percent / K2CO3 / pyridine / 1 h / Heating 4.1: 92 percent / K2CO3 / acetonitrile / 3 h / 60 °C 5.1: AlBr3 / acetonitrile / 1 h / 0 °C 5.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 6.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 7.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 7.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1.1: 76 percent / ZnCl2; HCl / diethyl ether / 48 h 2.1: 68 percent / K2CO3 / acetone / 22 h / 20 °C 3.1: 82 percent / DMAP; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride / CH2Cl2 / 15 h / 20 °C 4.1: 42 percent / K2CO3 / pyridine / 1 h / Heating 5.1: 92 percent / K2CO3 / acetonitrile / 3 h / 60 °C 6.1: AlBr3 / acetonitrile / 1 h / 0 °C 6.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating 7.1: Ag2O; 4 Angstroem molecular sieves / CH2Cl2 / 36 h / 40 °C 8.1: hydrogen / Pd/C / ethyl acetate / 14 h / 20 °C 8.2: 18 mg / K2CO3 / methanol / 1.5 h / 70 °C View Scheme

1: pyridine; 4-(N,N-dimethlyamino)pyridine / 20 °C 2: palladium 10 on activated carbon; hydrogen 3: Au(Ph3P)+NTf2- / dichloromethane / 20 °C / Molecular sieve 4: boron trifluoride diethyl etherate / dichloromethane / 20 °C / Molecular sieve 5: methanol; potassium carbonate / tetrahydrofuran / 20 °C View Scheme