1: triethylamine / 20 °C / |Cooling with ice; |Inert atmosphere 2: Grubb's 2nd generation catalyst / toluene / 1.5 h / |Reflux; |Inert atmosphere 3: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / chlorobenzene / 8 h / 120 °C / |Inert atmosphere 4: triethylamine / 96 h / |Reflux; |Inert atmosphere View Scheme

1: Grubb's 2nd generation catalyst / toluene / 1.5 h / |Reflux; |Inert atmosphere 2: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / chlorobenzene / 8 h / 120 °C / |Inert atmosphere 3: triethylamine / 96 h / |Reflux; |Inert atmosphere View Scheme

1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / chlorobenzene / 8 h / 120 °C / |Inert atmosphere 2: triethylamine / 96 h / |Reflux; |Inert atmosphere View Scheme

1: tetrakis(triphenylphosphine) palladium(0); diethylzinc / hexane / 4 h / 20 °C 2: triethylamine / 20 °C / |Cooling with ice; |Inert atmosphere 3: Grubb's 2nd generation catalyst / toluene / 1.5 h / |Reflux; |Inert atmosphere 4: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / chlorobenzene / 8 h / 120 °C / |Inert atmosphere 5: triethylamine / 96 h / |Reflux; |Inert atmosphere View Scheme

1.1: 65 percent / I2; NaHCO3 / acetonitrile / 1.5 h / 20 °C 2.1: Zn; 1,2-dibromoethane; chlorotrimethylsilane / tetrahydrofuran / 20 °C 2.2: 78 percent / HCl / 0 °C View Scheme

triethylamine 96 h; RefluxInert atmosphere;