1: 2-bromo-1-[2-(trimethylsilyl)ethynyl]benzene With n-butyllithium in tetrahydrofuran T=-78°C; 0.5 h; 2: 1-chloro-3-methyl-2-butene in tetrahydrofuran T=-78 - 25°C;

1: 1-bromo-2-(3-methylbut-2-en-1-yl)benzene With dichloro bis(acetonitrile) palladium(II); caesium carbonate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl in acetonitrile T=20°C; 0.416667 h; Inert atmosphere; 2: trimethylsilylacetylene in acetonitrile T=85°C; Inert atmosphere;

1: 2-bromo-1-[2-(trimethylsilyl)ethynyl]benzene With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran T=-78°C; 0.666667 h; Inert atmosphere; 2: prenyl bromide in tetrahydrofuran T=-78 - 25°C; 3 h; Inert atmosphere;

1.1: [2,2']bipyridinyl; copper(l) iodide / benzene; tetrahydrofuran / 0 - 20 °C / |Inert atmosphere 2.1: dichloro bis(acetonitrile) palladium(II); caesium carbonate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / acetonitrile / 0.42 h / 20 °C / |Inert atmosphere 2.2: 85 °C / |Inert atmosphere View Scheme

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 - 25 °C / Inert atmosphere View Scheme

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 - 25 °C / Inert atmosphere View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran T=26°C; 8 h;