aluminium(III) iodide; tetra-(n-butyl)ammonium iodide in benzene 7 h; Heating;

1: pyridine / tetrahydrofuran / 1 h / Ambient temperature 2: 60 percent / Lawesson's reagent / toluene / 1 h / Heating 3: 56 percent / potassium hydroxide, potassium ferricyanide / H2O / 6 h / Ambient temperature 4: 72 percent / AlI3, tetra-n-butylammonium iodide / benzene / 7 h / Heating View Scheme

1: DMF, thionyl chloride / 3 h / Heating 2: pyridine / tetrahydrofuran / 1 h / Ambient temperature 3: 60 percent / Lawesson's reagent / toluene / 1 h / Heating 4: 56 percent / potassium hydroxide, potassium ferricyanide / H2O / 6 h / Ambient temperature 5: 72 percent / AlI3, tetra-n-butylammonium iodide / benzene / 7 h / Heating View Scheme

1: 60 percent / Lawesson's reagent / toluene / 1 h / Heating 2: 56 percent / potassium hydroxide, potassium ferricyanide / H2O / 6 h / Ambient temperature 3: 72 percent / AlI3, tetra-n-butylammonium iodide / benzene / 7 h / Heating View Scheme

1: 56 percent / potassium hydroxide, potassium ferricyanide / H2O / 6 h / Ambient temperature 2: 72 percent / AlI3, tetra-n-butylammonium iodide / benzene / 7 h / Heating View Scheme