T=800°C; P=0.01 Torr; other temperatures; Product distribution;

1: in methanol Heating; 2: With potassium carbonate in methanol T=20°C;

1.1: 87 percent / triphenylphosphine; coppe(I) iodide / bis(triphenylphosphine)palladium(II) chloride / triethylamine / 20 h / 80 °C 2.1: methanol / Heating 2.2: 95 percent / potassium carbonate / methanol / 20 °C View Scheme

1.1: 86 percent / boron tribromide / CH2Cl2 / -78 - 20 °C 2.1: 93 percent / CH2Cl2 3.1: 87 percent / triphenylphosphine; coppe(I) iodide / bis(triphenylphosphine)palladium(II) chloride / triethylamine / 20 h / 80 °C 4.1: methanol / Heating 4.2: 95 percent / potassium carbonate / methanol / 20 °C View Scheme

1.1: 93 percent / CH2Cl2 2.1: 87 percent / triphenylphosphine; coppe(I) iodide / bis(triphenylphosphine)palladium(II) chloride / triethylamine / 20 h / 80 °C 3.1: methanol / Heating 3.2: 95 percent / potassium carbonate / methanol / 20 °C View Scheme

1: 67 percent / Bromine / acetic acid 2: 1.) sodium ethoxide, 2.) potassium tert-butoxide / 1.) reflux, 1 h, dimethyl sulfoxide, ethanol, 2.) 80 deg C, 30 min, tert-butyl alcohol View Scheme

1: 70 percent / potassium hydroxide, picric acid / 225 °C / 15 Torr 2: 67 percent / Bromine / acetic acid 3: 1.) sodium ethoxide, 2.) potassium tert-butoxide / 1.) reflux, 1 h, dimethyl sulfoxide, ethanol, 2.) 80 deg C, 30 min, tert-butyl alcohol View Scheme

potassium tert-butylate; sodium ethanolate 1.) reflux, 1 h, dimethyl sulfoxide, ethanol, 2.) 80 deg C, 30 min, tert-butyl alcohol; Yield given. Multistep reaction;