1: With lithium hydroxide hydrate in tetrahydrofuran; methanol; water T=20°C; 2: With hydrogenchloride in water; ethyl acetate T=0°C; pH=4; 1 h;

1: propynoic acid methyl ester With zinc dibromide; lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 0.166667 h; 2: para-iodoanisole With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=23°C; 3 h; Further stages.;

1: ZTK-2-125 With n-butyllithium in tetrahydrofuran T=-78 - 20°C; Corey-Fuchs reaction; 2 h; Inert atmosphere; 2: methyl chloroformate in tetrahydrofuran T=-78 - 20°C; Corey-Fuchs reaction; 4 h; Inert atmosphere;

1: 4-ethynyl-1-methoxy-benzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; Inert atmosphere; 2: methyl chloroformate in tetrahydrofuran; hexane T=-78 - 0°C; 1.5 h; Inert atmosphere;

[bis(acetoxy)iodo]benzene in methanol 1.) -23 deg C, 45 min; 2.) rt, 1 h;

1-methyl-pyrrolidin-2-one; copper dichloride in tetrahydrofuran T=0°C; 1.3 h; Inert atmosphere;

1.1: Ph3P; Zn / CH2Cl2 2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 18 °C 2.2: tetrahydrofuran; hexane / -78 - 18 °C View Scheme

1: 1.) AlCl3, 3.) NaHCO3 2: 1 N aq. HCl / CH2Cl2 View Scheme

triethylamine; palladium diacetate P=760 Torr; 1 h; Ambient temperature;

1: carbon tetrabromide; 4-methoxy-benzaldehyde With triphenylphosphine in dichloromethane T=0 - 20°C; Corey-Fuchs method; 3 h; Inert atmosphere; 2: With n-butyllithium in tetrahydrofuran; hexane T=-78 - 20°C; Corey-Fuchs method; 1 h; Inert atmosphere; 3: methyl chloroformate in tetrahydrofuran; hexane T=-78 - 20°C; Corey-Fuchs method; 1 h; Inert atmosphere;