1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature 2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h 3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating 4: red mercuric oxide, boron trifluoride / acetone; H2O; tetrahydrofuran / 20 h 5: 80 percent / benzene / 10 h / Heating 6: 90 percent / H2 / W2 Raney nickel / ethanol / 18 h / Ambient temperature 7: Et3N / CH2Cl2 / 4 h / 0 °C 8: 70 percent / sodium sulfide nonahydrate, sulfur / dimethylformamide / 24 h / 90 °C 9: 75 percent / 1.) 0.1M potassium hydroxide, 2.) 5M HCl / ethanol / 24 h / Ambient temperature View Scheme

Multi-step reaction with 6 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating4: red mercuric oxide, boron trifluoride / acetone; H2O; tetrahydrofuran / 20 h5: 80 percent / benzene / 10 h / Heating6: 90 percent / H2 / W2 Raney nickel / ethanol / 18 h / Ambient temperature  

Multi-step reaction with 7 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating4: red mercuric oxide, boron trifluoride / acetone; H2O; tetrahydrofuran / 20 h5: 80 percent / benzene / 10 h / Heating6: 90 percent / H2 / W2 Raney nickel / ethanol / 18 h / Ambient temperature7: Et3N / CH2Cl2 / 4 h / 0 °C  

Multi-step reaction with 8 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating4: red mercuric oxide, boron trifluoride / acetone; H2O; tetrahydrofuran / 20 h5: 80 percent / benzene / 10 h / Heating6: 90 percent / H2 / W2 Raney nickel / ethanol / 18 h / Ambient temperature7: Et3N / CH2Cl2 / 4 h / 0 °C8: 70 percent / sodium sulfide nonahydrate, sulfur / dimethylformamide / 24 h / 90 °C  

Multi-step reaction with 2 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h  

Multi-step reaction with 3 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating  

Multi-step reaction with 5 steps 1: 80 percent / boron trifluoride etherate / CH2Cl2 / 2 h / Ambient temperature2: 1.)sodium hydride / 1.) THF, 1 h, 2.) RT, 24 h3: 96 percent / α,α-azobisisobutyronitrile, tributyltin hydride / toluene / 18 h / Heating4: red mercuric oxide, boron trifluoride / acetone; H2O; tetrahydrofuran / 20 h5: 80 percent / benzene / 10 h / Heating