1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.03 h 2: 97 percent / iodine, nitric acid / dioxane / 3 h / Heating 3: 31 percent / 1.) triphenylphosphine, palladium(II) acetate, triethylamine / dioxane / 1 h / Heating View Scheme

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.03 h 2: 97 percent / iodine, nitric acid / dioxane / 3 h / Heating 3: 31 percent / 1.) triphenylphosphine, palladium(II) acetate, triethylamine / dioxane / 1 h / Heating 4: 55 percent / aq. NaOH / Ambient temperature View Scheme

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.03 h 2: 97 percent / iodine, nitric acid / dioxane / 3 h / Heating 3: 31 percent / 1.) triphenylphosphine, palladium(II) acetate, triethylamine / dioxane / 1 h / Heating 4: 55 percent / aq. NaOH / Ambient temperature 5: 51 percent / N-bromsuccinimide, potassium carbonate / dimethylformamide / 0.5 h / Ambient temperature View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran 0.0333333 h;

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.03 h 2: 97 percent / iodine, nitric acid / dioxane / 3 h / Heating View Scheme

1: 81 percent / pyridine / 3.5 h / 103 °C 2: 98.5 percent / 4-dimethylaminopyridine (DMAP) / acetonitrile / Ambient temperature 3: 27 percent / α,α-azobis(isobutyronitrile) (AIBN), tributyltin hydride / toluene / 3 h / 75 - 80 °C 4: 61 percent / dichloroacetic acid / CH2Cl2 / 0.5 h / Ambient temperature 5: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran 6: 46 percent / iodine, nitric acid / dioxane / 3 h / Heating View Scheme

1: 81 percent / pyridine / 3.5 h / 103 °C 2: 98.5 percent / 4-dimethylaminopyridine (DMAP) / acetonitrile / Ambient temperature 3: 27 percent / α,α-azobis(isobutyronitrile) (AIBN), tributyltin hydride / toluene / 3 h / 75 - 80 °C 4: 61 percent / dichloroacetic acid / CH2Cl2 / 0.5 h / Ambient temperature 5: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran View Scheme