1: NaOH / ethanol / 8 h / Heating 2: 1.00 g / imidazole / CH2Cl2 / 2 h / 20 °C 3: TBAF*3H2O / PdCl2(PPh3)2 / 60 °C View Scheme

1.1: sodium hydroxide / ethanol / Reflux 2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 2.2: 2 h / 20 °C / Inert atmosphere 3.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere 4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl-formamide / 5.5 h / 40 °C / Inert atmosphere 5.1: sodium hydroxide / N,N-dimethyl-formamide / 4 h / 140 °C / Inert atmosphere View Scheme

1.1: sodium hydroxide / ethanol / Reflux 2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 2.2: 2 h / 20 °C / Inert atmosphere 3.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere 4.1: hydrogenchloride / ethanol; water / 6 h / 90 °C View Scheme

1: With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: With iodine in tetrahydrofuran; hexane T=-78 - 20°C; Further stages.;

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C 1.2: 87 percent / hexane; tetrahydrofuran / 36 h / Heating 2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C 2.2: 86 percent / iodine / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C 1.2: 87 percent / hexane; tetrahydrofuran / 36 h / Heating 2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C 2.2: 86 percent / iodine / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C View Scheme

sodium hydroxide in ethanol Heating;

1.1: NaOH / ethanol / 8 h / Heating 2.1: 2.42 g / K2CO3 / acetonitrile / Heating 3.1: 70 percent / TBAF*3H2O / PdCl2(PPh3)2 / 60 °C 4.1: 67 percent / 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride; t-BuOK / Pd(OAc)2 / toluene / Heating 5.1: BBr3 / CH2Cl2 / 16 h / -78 - 20 °C 5.2: 81 percent / KHCO3 / CH2Cl2; methanol / 1 h / 0 - 20 °C 6.1: 78 percent / NaH / dimethylformamide / 20 °C 7.1: CH2Cl2 / 2 h / 20 °C 7.2: 75 percent / 1,1,1,3,3,3-hexamethyldisilazane / CH2Cl2 / 20 °C View Scheme