1: With sulfuric acid; sodium nitrite in water T=0 - 5°C; 0.5 h; 2: With sulfuric acid; potassium iodide in water T=105°C; 0.5 h; Reflux;

sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide in water; acetonitrile T=10°C; 5 h;

[bis(acetoxy)iodo]benzene; sulfuric acid; iodine in acetic anhydride; acetic acid T=20°C;

1: iodine; silver sulphate / ethanol / 3 h / 20 °C / Inert atmosphere 2: potassium permanganate / acetonitrile; water / 20 °C View Scheme

sodium tetrahydroborate; boron trifluoride diethyl etherate in tetrahydrofuran T=0 - 20°C;

1: in N,N-dimethyl-formamide T=20°C; 0.166667 h; Inert atmosphere; 2: With iron (III) acetylacetonate; caesium carbonate; N-methyl-2-(methylamino)ethylamine in N,N-dimethyl-formamide Microwave irradiationInert atmosphere;

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere 2.1: 0.5 h / Inert atmosphere 3.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; zinc(II) chloride; zinc / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 4.1: potassium hydroxide / aacetone / 2 h / Reflux; Inert atmosphere 5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / Inert atmosphere; Reflux 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 6.2: 20 °C View Scheme

thionyl chloride T=0°C; Reflux;

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere 2: 0.5 h / Inert atmosphere View Scheme

thionyl chloride in 1,4-dioxane 0.5 h; Heating;