lithium hydroxide hydrate; water in tetrahydrofuran T=20°C; 19 h;

1: phenyl isocyanate; triethylamine / toluene / 4 h / 20 - 80 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C 3: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 4: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C 2: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 3: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme

1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 2: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme

1.1: borane-THF / tetrahydrofuran / 14 h / -20 - 50 °C / Reflux 2.1: 1H-imidazole / N,N-dimethyl-formamide / 1.75 h / 20 °C 3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C 3.2: 16 h / -78 - 35 °C 4.1: phenyl isocyanate; triethylamine / toluene / 4 h / 20 - 80 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C 6.1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 7.1: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1.75 h / 20 °C 2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C 2.2: 16 h / -78 - 35 °C 3.1: phenyl isocyanate; triethylamine / toluene / 4 h / 20 - 80 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C 5.1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 6.1: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C 1.2: 16 h / -78 - 35 °C 2.1: phenyl isocyanate; triethylamine / toluene / 4 h / 20 - 80 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C 4.1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C 5.1: lithium hydroxide hydrate; water / tetrahydrofuran / 19 h / 20 °C View Scheme