1: With lithium aluminium tetrahydride in tetrahydrofuran T=20°C; 0.333333 h; Inert atmosphere; 2: With hydrogenchloride in water T=20°C;

trichlorophosphate in acetonitrile 50 h; Heating;

hydrogenchloride; sodium hydroxide; jones reagent in acetone T=0°C; 0.5 h;

1: 97 percent / Br2 / CHCl3 / Ambient temperature 2: 97 percent / DBU / acetonitrile / 0.33 h / 40 - 45 °C 3: 1.) NaOH / 1.) DMPU, room temperature, 15 min, 2.) DMPU 4: 94 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C 5: 74 percent / aq. NaOH / methanol / Heating 6: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 7: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 8: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 9: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 2: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 3: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 4: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 1.) NaOH / 1.) DMPU, room temperature, 15 min, 2.) DMPU 2: 94 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C 3: 74 percent / aq. NaOH / methanol / Heating 4: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 5: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 6: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 7: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 97 percent / DBU / acetonitrile / 0.33 h / 40 - 45 °C 2: 1.) NaOH / 1.) DMPU, room temperature, 15 min, 2.) DMPU 3: 94 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C 4: 74 percent / aq. NaOH / methanol / Heating 5: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 6: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 7: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 8: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 2: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 3: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 74 percent / aq. NaOH / methanol / Heating 2: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 3: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 4: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 5: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme

1: 94 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C 2: 74 percent / aq. NaOH / methanol / Heating 3: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature 4: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux 5: 1.) NaH / 1.) 30 min, room temperature, 2.) room temperature, 1.5 h 6: 91 percent / POCl3 / acetonitrile / 0.5 h / Heating View Scheme