1: 84 percent / butyl-lithium / hexane; tetrahydrofuran / 0 °C 2: 85 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / Heating 3: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C View Scheme

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2.1: LiHMDS / tetrahydrofuran; hexane / 3 h / 20 °C View Scheme

1: phenyl(phenylsulphonyl)trimethylsilylmethane With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: 5-(phenylethynyl)thiophene-2-carboxaldehyde in tetrahydrofuran; hexane; toluene T=-78 - 20°C; 3: With lithium diisopropyl amide in tetrahydrofuran; hexane; toluene T=-78°C; 0.5 h;

1.1: n-butyllithium / methanol; hexane / 0.5 h / -74 - 0 °C / |Inert atmosphere; |Automated synthesizer 1.2: 2 h / 0 °C / |Inert atmosphere; |Automated synthesizer 2.1: lithium diisopropyl amide / methanol / 2 h / -78 °C / |Inert atmosphere; |Automated synthesizer View Scheme