InI3 in dichloromethane T=0 - 23°C; Inert atmosphere;

potassium carbonate in acetone

ammonium hydroxide; sodium hydroxide; potassium carbonate; dimethyl sulfate in acetone

copper(l) iodide in methanol; N,N-dimethyl-formamide T=90°C; 10 h;

copper(l) iodide in methanol; N,N-dimethyl-formamide T=100°C; 5 h;

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - 23 °C / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: InI3 / dichloromethane / 0 - 23 °C / Inert atmosphere View Scheme

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; toluene / 2 h / 23 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: -78 - 23 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: InI3 / dichloromethane / 0 - 23 °C / Inert atmosphere View Scheme

diethyl ether Erwaermen des Reaktionsprodukts mit wss.-aethanol. NaOH;

peracetic acid; sulfuric acid

potassium hydroxide; acetic acid 1.) electrolysis, 20 deg C, 0.8 h, 2.) acetone, 20 min; Yield given. Multistep reaction. Yields of byproduct given;