1: 89 percent / benzene; CH2Cl2 / 24 h 2: 91 percent / H(+) / methanol / 18 h / 60 °C 3: 65 percent / PCC / CH2Cl2 / 3 h 4: 83 percent / NH3 5: 1) TosNCO / 1) diglyme; 2) heating View Scheme

1: 65 percent / PCC / CH2Cl2 / 3 h 2: 83 percent / NH3 3: 1) TosNCO / 1) diglyme; 2) heating View Scheme

1: 91 percent / H(+) / methanol / 18 h / 60 °C 2: 65 percent / PCC / CH2Cl2 / 3 h 3: 83 percent / NH3 4: 1) TosNCO / 1) diglyme; 2) heating View Scheme

1: 1) lithiumdiisipropylamide / 1) THF, -78 deg C 2: 89 percent / benzene; CH2Cl2 / 24 h 3: 91 percent / H(+) / methanol / 18 h / 60 °C 4: 65 percent / PCC / CH2Cl2 / 3 h 5: 83 percent / NH3 6: 1) TosNCO / 1) diglyme; 2) heating View Scheme

4-toluenesulfonyl isocyanate 1) diglyme; 2) heating; Yield given. Multistep reaction;

1: 83 percent / NH3 2: 1) TosNCO / 1) diglyme; 2) heating View Scheme