ammonia in ethanol; chloroform; water

1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane Heating / reflux;

thionyl chloride

1: CH2Cl2 / 1.) 5 deg C, 2.) RT, 0.5 h 2: thionyl chloride / CHCl3 / 0.5 h / Heating View Scheme

1.1: ferrous chloride tetrahydrate; calcium carbonate; tert.-butylhydroperoxide / acetonitrile; water / 4 h / 80 °C / |Sealed tube 2.1: sodium tetrahydroborate / tetrahydrofuran / 0.25 h / 65 °C 2.2: 0.25 h / 65 °C 3.1: sodium chloride; methanesulfonyl chloride; triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane View Scheme

1.1: sodium tetrahydroborate / tetrahydrofuran / 0.25 h / 65 °C 1.2: 0.25 h / 65 °C 2.1: sodium chloride; methanesulfonyl chloride; triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane View Scheme

sodium carbonate 1.) CH2Cl2, 30 min, 2.) CH2Cl2, RT, overnight; Yield given. Multistep reaction;