1: 90 percent / p-TsOH / CH2Cl2 / 3 h / 25 °C 2: 78 percent / n-Bu4NF / tetrahydrofuran / 1 h / 25 °C 3: 92 percent / n-BuLi / tetrahydrofuran / 2 h / 25 °C 4: 97 percent / H2 / 10percent Pd-C / ethyl acetate / 25 °C 5: p-TsOH / methanol / 1.5 h / 40 °C 6: K2CO3 / benzene / 25 °C 7: p-TsOH, 4-Angstroem sieves / benzene / 2 h / Heating View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran 0.25 h; Ambient temperature;

Multi-step reaction with 8 steps 1: 90 percent / p-TsOH / CH2Cl2 / 3 h / 25 °C2: 78 percent / n-Bu4NF / tetrahydrofuran / 1 h / 25 °C3: 92 percent / n-BuLi / tetrahydrofuran / 2 h / 25 °C4: 97 percent / H2 / 10percent Pd-C / ethyl acetate / 25 °C5: p-TsOH / methanol / 1.5 h / 40 °C6: K2CO3 / benzene / 25 °C7: p-TsOH, 4-Angstroem sieves / benzene / 2 h / Heating8: LDA / 1.)THF, HMPA, -78 to -40 deg C 4 h; THF, HMPA, -78 to -40, 4 h  

Multi-step reaction with 3 steps 1: 90 percent / p-TsOH / CH2Cl2 / 3 h / 25 °C2: 78 percent / n-Bu4NF / tetrahydrofuran / 1 h / 25 °C3: 92 percent / n-BuLi / tetrahydrofuran / 2 h / 25 °C  

Multi-step reaction with 5 steps 1: 90 percent / p-TsOH / CH2Cl2 / 3 h / 25 °C2: 78 percent / n-Bu4NF / tetrahydrofuran / 1 h / 25 °C3: 92 percent / n-BuLi / tetrahydrofuran / 2 h / 25 °C4: 97 percent / H2 / 10percent Pd-C / ethyl acetate / 25 °C5: p-TsOH / methanol / 1.5 h / 40 °C  

Multi-step reaction with 4 steps 1: 90 percent / p-TsOH / CH2Cl2 / 3 h / 25 °C2: 78 percent / n-Bu4NF / tetrahydrofuran / 1 h / 25 °C3: 92 percent / n-BuLi / tetrahydrofuran / 2 h / 25 °C4: 97 percent / H2 / 10percent Pd-C / ethyl acetate / 25 °C