1: With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 0.166667 h; Inert atmosphere; 2: With boric acid trimethyl ester in tetrahydrofuran; pentane T=-78 - 20°C; 2 h; 3: With ammonium chloride in tetrahydrofuran; pentane

1: 1-bromo-2-methoxy-4-methylbenzene With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 0.166667 h; Inert atmosphere; 2: boric acid trimethyl ester in tetrahydrofuran; pentane T=-78°C; 1 h;

n-butyllithium; N2 in tetrahydrofuran; hexane

1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.0833333 h; Inert atmosphere; 2: With boric acid trimethyl ester in tetrahydrofuran; diethyl ether; hexane T=-50°C; 0.5 h; Inert atmosphere; 3: With hydrogenchloride in tetrahydrofuran; diethyl ether; hexane; water T=20°C;

1.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 0.33 h / 65 °C / Inert atmosphere 2.1: tert.-butyl lithium / pentane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere 2.2: 2 h / -78 - 20 °C View Scheme

1.1: SnCl2·2H2O / methanol / 3 h / Reflux 1.2: pH 8 2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 0.33 h / 65 °C / Inert atmosphere 3.1: tert.-butyl lithium / pentane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere 3.2: 2 h / -78 - 20 °C View Scheme

1.1: potassium carbonate / ethanol / 16 h / Inert atmosphere; Reflux 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere 2.2: 0.5 h / -50 °C / Inert atmosphere 2.3: 20 °C View Scheme

1.1: tetrafluoroboric acid / water / -5 °C / Inert atmosphere 1.2: 0.5 h / -5 °C / Inert atmosphere 2.1: iodine; sodium iodide / acetonitrile / 4 h / 70 °C / Inert atmosphere 3.1: potassium carbonate / ethanol / 16 h / Inert atmosphere; Reflux 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere 4.2: 0.5 h / -50 °C / Inert atmosphere 4.3: 20 °C View Scheme

1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 43 h / Inert atmosphere; Reflux 2.1: boron tribromide / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere 2.2: 0 °C View Scheme