1.1: SOCl2 / 1,2-dichloro-ethane / 3 h / Heating 1.2: aq. NH3 / diethyl ether / 0.33 h / 0 °C 2.1: 38 percent / 12 h / Heating View Scheme

1.1: n-BuLi / diethyl ether / -78 - 20 °C 2.1: TFA / CH2Cl2 / 12 h / 20 °C 3.1: SOCl2 / 1,2-dichloro-ethane / 3 h / Heating 3.2: aq. NH3 / diethyl ether / 0.33 h / 0 °C 4.1: 38 percent / 12 h / Heating View Scheme

1.1: TFA / CH2Cl2 / 12 h / 20 °C 2.1: SOCl2 / 1,2-dichloro-ethane / 3 h / Heating 2.2: aq. NH3 / diethyl ether / 0.33 h / 0 °C 3.1: 38 percent / 12 h / Heating View Scheme

1.1: NaHDMS / tetrahydrofuran / 3 h / 29 °C 2.1: n-BuLi / diethyl ether / -78 - 20 °C 3.1: TFA / CH2Cl2 / 12 h / 20 °C 4.1: SOCl2 / 1,2-dichloro-ethane / 3 h / Heating 4.2: aq. NH3 / diethyl ether / 0.33 h / 0 °C 5.1: 38 percent / 12 h / Heating View Scheme

12 h; Heating;

triethylamine in 1,4-dioxane T=80°C; 24 h;

tetrakis(triphenylphosphine) palladium(0) in 1,4-dioxane Stille coupling; 1 h; Heating;