water; tin(IV) chloride in dichloromethane

1: water / stannic chloride / CH2Cl2 2: 65 percent / triethylamine / benzene / 168 h / Ambient temperature View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis 5: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating 6: water / stannic chloride / CH2Cl2 View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis 5: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating 6: water / stannic chloride / CH2Cl2 7: 97 percent / triethylamine / 1 h 8: stannic chloride View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis 5: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating 6: water / stannic chloride / CH2Cl2 7: 97 percent / triethylamine / 1 h View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis 5: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating 6: water / stannic chloride / CH2Cl2 7: 97 percent / triethylamine / 1 h View Scheme

1: water / stannic chloride / CH2Cl2 2: 95 percent / sodium hydride / dimethylformamide 3: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating 4: neat (no solvent) / pyrolysis 5: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating 6: water / stannic chloride / CH2Cl2 7: 76 percent / triethylamine / benzene View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 95 percent / 1.) NaH / 1.) DMF, 20 min, 2.) 2 h<br />2: 89 percent / p-toluenesulfonic acid / 24 h / Heating<br /> <br /> &nbsp;