1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; 2: With boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C; 3.5 h; 3: With hydrogenchloride in tetrahydrofuran; hexane

1: With n-butyllithium in tetrahydrofuran; hexane T=0°C; 0.333333 h; Reflux; 2: With boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C; 3: With hydrogenchloride in tetrahydrofuran; hexane; water 1 h;

1: 5-bromo-2-phenylthiophene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; 2: boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C; 3.5 h; 3: With hydrogenchloride in tetrahydrofuran; hexane; water

1: 2-phenyl-thiophene With n-butyllithium in tetrahydrofuran 0.333333 h; Heating; 2: boric acid trimethyl ester in tetrahydrofuran T=-78 - 20°C; 3: With hydrogenchloride in tetrahydrofuran 1 h; Further stages.;

1.1: tetrakis(triphenylphosphine)palladium(0) / 1,2-dimethoxy-ethane / 0.17 h / 20 °C 1.2: 91 percent / aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating 2.1: n-BuLi / tetrahydrofuran / 0.33 h / Heating 2.2: tetrahydrofuran / -78 - 20 °C 2.3: 69 percent / aq. HCl / tetrahydrofuran / 1 h View Scheme