1.1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 1.17 h / 0 - 10 °C / Inert atmosphere; Large scale reaction 1.2: 0 - 20 °C / Large scale reaction 2.1: tetrahydrofuran / 3.5 h / -10 - 4 °C / Inert atmosphere; Large scale reaction 2.2: -10 - 20 °C / Large scale reaction 3.1: 1,1,3,3-tetramethyldisiloxane; trifluoroacetic acid / 1,2-dichloro-ethane / -20 - -5 °C / Inert atmosphere; Large scale reaction View Scheme

1: 1-bromo-4-fluoro-2-methoxy-benzene With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1.3 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexanes T=-78°C; 0.8 h;

1: With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1.16667 h; 2: 1-bromo-4-fluoro-2-methoxy-benzene With 1-piperidinecarboxaldehyde in water; acetic acid T=20°C; 1.91667 h;

titanium tetrachloride in dichloromethane T=20°C; 4.5 h;

tetrakis(triphenylphosphine) palladium(0); potassium carbonate in tetrahydrofuran; water 43 h; Inert atmosphereReflux;

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere 1.2: 0.5 h / -50 °C / Inert atmosphere 1.3: 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 43 h / Inert atmosphere; Reflux View Scheme

tert.-butyl lithium; sulfur in tetrahydrofuran; pentane T=-78°C; 1 h;