1.1: 96 percent / FeCl3*H2O / dimethylformamide; acetonitrile / 20 °C 2.1: m-chloroperbenzoic acid / CH2Cl2 / 16 h / 20 °C 3.1: sodium dithionite / diethyl ether; H2O / 0.5 h / 20 °C 3.2: 1.26 g / acetic acid; sulfuric acid / H2O / 6 h / 20 °C 4.1: 90 percent / K2CO3 / acetone / 3 h / Heating 5.1: 95 percent / N-bromosuccinimide / CH2Cl2 / 0.17 h / 20 °C 6.1: pyridine / 16 h / 20 °C 7.1: 73 percent / KOtBu / tetrahydrofuran / 6 h / 20 °C 8.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 8.2: 57 percent / tetrahydrofuran; hexane / 2 h / -78 °C 9.1: 77 percent / AlCl3 / CH2Cl2 / 4 h / 20 °C View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran T=-20°C; 1 h;

iron(III) chloride in formamide 24 h; Ambient temperature;

tetrabutyl ammonium fluoride in tetrahydrofuran T=-20°C; 1 h;

cesium fluoride in tetrahydrofuran 36 h; Heating;

benzene-1,2-diol; triethylamine in dichloromethane 20 h; Ambient temperature;

Pd(1,3-bis(diphenylphosphino)-propane)Cl2; tetrabutyl ammonium fluoride in tetrahydrofuran T=120°C; 48 h; sealed tube;

in formamide T=80°C; 68 h;

1.1: 96 percent / FeCl3*H2O / dimethylformamide; acetonitrile / 20 °C 2.1: m-chloroperbenzoic acid / CH2Cl2 / 16 h / 20 °C 3.1: sodium dithionite / diethyl ether; H2O / 0.5 h / 20 °C 3.2: 1.26 g / acetic acid; sulfuric acid / H2O / 6 h / 20 °C 4.1: 90 percent / K2CO3 / acetone / 3 h / Heating 5.1: 95 percent / N-bromosuccinimide / CH2Cl2 / 0.17 h / 20 °C 6.1: pyridine / 16 h / 20 °C 7.1: 73 percent / KOtBu / tetrahydrofuran / 6 h / 20 °C 8.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 8.2: 8 percent / tetrahydrofuran; hexane / 2 h / -78 °C View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran T=-78°C; 1 h;