N-bromosuccinmide in chloroform T=60°C; 3 h; Inert atmosphere;

in tetrahydrofuran; dichloromethane

1: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / ethanol; water; tetrahydrofuran / 14 h / 75 °C / |Inert atmosphere 2: N-bromosuccinmide / chlorobenzene; N,N-dimethyl-formamide / 3 h / 85 °C View Scheme

tetrakis(triphenylphosphine) palladium(0); potassium carbonate in tetrahydrofuran; water T=80°C; 8 h; Inert atmosphere;

1: tetrakis(triphenylphosphine) palladium(0); sodium hydroxide / toluene; ethanol; water / 12 h / 100 °C / |Inert atmosphere 2: N-bromosuccinmide / chloroform / 3 h / 60 °C / |Inert atmosphere View Scheme

1: With n-butyllithium in tetrahydrofuran; hexane 2.5 h; Cooling with acetone-dry iceInert atmosphere; 2: With tri-isopropoxy-borane in tetrahydrofuran; hexane T=20°C; Cooling with acetone-dry iceInert atmosphere;