sodium hydroxide; potassium iodide; tetrabutyl-ammonium chloride in toluene T=50°C; 72 h;

1: 78 percent / tetrahydrofuran / 3 h / Ambient temperature 2: Rh2(NHCOCF3)4 / benzene / 8 h / Ambient temperature 3: SiO2 View Scheme

1: NaH / tetrahydrofuran; dimethylformamide / 1.) r.t., 30 min, 2.) r.t., 8 h 2: 5percent aq. HCl / ethyl acetate / 24 h / 50 °C 3: 78 percent / tetrahydrofuran / 3 h / Ambient temperature 4: Rh2(NHCOCF3)4 / benzene / 8 h / Ambient temperature 5: SiO2 View Scheme

1: Rh2(NHCOCF3)4 / benzene / 8 h / Ambient temperature 2: SiO2 View Scheme

1: 5percent aq. HCl / ethyl acetate / 24 h / 50 °C 2: 78 percent / tetrahydrofuran / 3 h / Ambient temperature 3: Rh2(NHCOCF3)4 / benzene / 8 h / Ambient temperature 4: SiO2 View Scheme

potassium tert-butylate 1.) DMF, 10 min, 2.) RT, 30 min; Yield given. Multistep reaction;

silica gel Yield given;