1: With n-butyllithium in tetrahydrofuran; hexane 2: With 1,2,2-trifluoro-trichloroethane in tetrahydrofuran; hexane

1.1: 75 percent / HCOONH4; aq. AcOH / Pd/C / 6 h / 25 °C 2.1: BuLi / tetrahydrofuran; hexane 2.2: 81 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; hexane View Scheme

potassium fluoride; anhydrous tetramethylammonium chloride in dimethyl sulfoxide T=150°C; 2 h;