1: 94 percent / diethyl ether / 12 h / 0 °C 2: 1.) Tl(OCOCF3)3, 2.) aq. KI / 1.) TFA, RT, 5 d, 2.) TFA, 15 min View Scheme

1: 1.) 1.6 M BuLi / 1.) THF, hexane, 10 deg C, HMPT, 1 h; 2.) THF, 20-25 deg C 2: hydrogen / PtO2 / ethyl acetate / 15 h 3: 94 percent / tributylamine / 2 h / Heating 4: 91 percent / 10 N NaOH / Heating 6: 1.) Tl(CF3COO)3; 2.) potassium iodide / 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min View Scheme

1: hydrogen / PtO2 / ethyl acetate / 15 h 2: 94 percent / tributylamine / 2 h / Heating 3: 91 percent / 10 N NaOH / Heating 5: 1.) Tl(CF3COO)3; 2.) potassium iodide / 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min View Scheme

1: 1.) 1.6 M BuLi / 1.) THF, hexane, 10 deg C, HMPT, 1 h; 2.) THF, 20-25 deg C 2: hydrogen / PtO2 / ethyl acetate / 15 h 3: 94 percent / tributylamine / 2 h / Heating 4: 91 percent / 10 N NaOH / Heating 6: 1.) Tl(CF3COO)3; 2.) potassium iodide / 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min View Scheme

potassium iodide; Tl(OCOCF3)3 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min; Yield given. Multistep reaction;

1: 94 percent / tributylamine / 2 h / Heating 2: 91 percent / 10 N NaOH / Heating 4: 1.) Tl(CF3COO)3; 2.) potassium iodide / 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min View Scheme

1: 91 percent / 10 N NaOH / Heating 3: 1.) Tl(CF3COO)3; 2.) potassium iodide / 1.) trifluoroacetic acid, 5 d, r.t.; 2.) water, 15 min View Scheme

sodium hydroxide in ethanol 1.5 h; Heating;