1: With dimethyl sulfoxide; trifluoroacetic acid in dichloromethane T=-78°C; Swern oxidation; 1.5 h; 2: With triethylamine in dichloromethane T=-78°C; 1.5 h;

1.1: 90 percent / toluene / 72 h / 180 °C 2.1: 100 percent / NaOH (aq.) / dioxane / 2 h / Heating 3.1: dimethylsulfoxide; trifluoroacetic acid / CH2Cl2 / 1.5 h / -78 °C 3.2: 65 percent / triethylamine / CH2Cl2 / 1.5 h / -78 °C View Scheme

1.1: 100 percent / NaOH (aq.) / dioxane / 2 h / Heating 2.1: dimethylsulfoxide; trifluoroacetic acid / CH2Cl2 / 1.5 h / -78 °C 2.2: 65 percent / triethylamine / CH2Cl2 / 1.5 h / -78 °C View Scheme

selenium(IV) oxide

1: toluene 2: SeO2 View Scheme

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