ethyl phosphorodichloridate; triethylamine in dichloromethane T=20°C; 1 h;

1: formic acid With acetic anhydride T=20 - 60°C; 2 h; Inert atmosphere; 2: benzyl 2-Aminophenyl Ether in tetrahydrofuran T=20°C; 12 h; Inert atmosphere; 3: With diisopropylamine; trichlorophosphate in dichloromethane T=0°C; 12 h; Inert atmosphere;

1.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 2.1: acetic anhydride / 2 h / 20 - 60 °C / Inert atmosphere 2.2: 12 h / 20 °C / Inert atmosphere 2.3: 12 h / 0 °C / Inert atmosphere View Scheme

1.1: sodium hydride / 0 - 20 °C 2.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 3.1: acetic anhydride / 2 h / 20 - 60 °C / Inert atmosphere 3.2: 12 h / 20 °C / Inert atmosphere 3.3: 12 h / 0 °C / Inert atmosphere View Scheme

1.1: sodium hydride / 0 - 20 °C 2.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 3.1: acetic anhydride / 2 h / 20 - 60 °C / Inert atmosphere 3.2: 12 h / 20 °C / Inert atmosphere 3.3: 12 h / 0 °C / Inert atmosphere View Scheme

1: toluene-4-sulfonic acid / 72 h / Reflux 2: ethyl phosphorodichloridate; triethylamine / dichloromethane / 1 h / 20 °C View Scheme

Product distribution / selectivity;