1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12.5 h / 0 - 20 °C 2: silver hexafluoroantimonate; [Au(PtBu3)Cl] / 1,2-dichloro-ethane / 14 h / 0 °C View Scheme

1: phenylacetylene With n-butyllithium in hexanes; diethyl ether T=0°C; 0.5 h; Inert atmosphere; 2: methyl pyridin-2-yl ketone With lithium bromide in hexanes; diethyl ether; benzene T=0 - 20°C; 12 h; Inert atmosphere; 3: With water; ammonium chloride in hexanes; diethyl ether; benzene T=20°C; Inert atmosphere;

bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine T=55°C; Sonogashira cross-coupling;

1: lithium phenylacetylide With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.0833333 h; 2: methyl pyridin-2-yl ketone in tetrahydrofuran; hexane T=-78°C; 0.25 h;

1: tetrahydrofuran / 0.25 h / -78 °C 2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 55 °C View Scheme