1.1: trichlorophosphate / pyridine / 0 - 23 °C 2.1: 9-BBN / tetrahydrofuran / 23 °C 2.2: 0 - 23 °C 3.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0 - 23 °C 4.1: potassium carbonate; thiophenol / N,N-dimethyl-formamide / 23 °C 4.2: 70 °C View Scheme

Multi-step reaction with 4 steps 1: palladium on carbon; hydrogen / methanol / 23 °C2: triethylamine / dichloromethane / 0 - 23 °C3: pyridinium tribromide / dichloromethane / 0 - 23 °C4: tetrakis(triphenylphosphine) palladium(0) / toluene / 100 °C  

Multi-step reaction with 2 steps 1: pyridinium tribromide / dichloromethane / 0 - 23 °C2: tetrakis(triphenylphosphine) palladium(0) / toluene / 100 °C  

Multi-step reaction with 5 steps 1: tributylphosphine; di-isopropyl azodicarboxylate; ammonia / toluene / -78 - -20 °C2: palladium on carbon; hydrogen / methanol / 23 °C3: triethylamine / dichloromethane / 0 - 23 °C4: pyridinium tribromide / dichloromethane / 0 - 23 °C5: tetrakis(triphenylphosphine) palladium(0) / toluene / 100 °C  

Multi-step reaction with 3 steps 1.1: trichlorophosphate / pyridine / 0 - 23 °C2.1: 9-BBN / tetrahydrofuran / 23 °C2.2: 0 - 23 °C3.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0 - 23 °C  

With  trichlorophosphate in  pyridine T=0 - 23°C;   

Stage #1: With  pyridine; trichlorophosphate T=0 - 23°C;  Inert atmosphere; Stage #2: With  9-borabicyclo[3.3.1]nonane dimer in  tetrahydrofuran T=23°C; 10 h;  Inert atmosphere; Stage #3: With  sodium hydroxide; dihydrogen peroxide in  tetrahydrofuran; ethanol; water T=0 - 23°C;