1: Fischer base 2: POCl3 / dioxane / 4 h / 80 °C 3: aq. NaOH / Ambient temperature View Scheme

in tert-butyl alcohol Heating;

thionyl chloride in dichloromethane; N,N-dimethyl-formamide T=0 - 20°C;

thionyl chloride; N,N-dimethyl-formamide in chloroform 5 h; Ambient temperature;

1: sulfuric acid / 24 h / Reflux; Inert atmosphere 2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / 18 h / 50 °C / Inert atmosphere 3: potassium hydroxide / isopropyl alcohol / 4 h / 20 °C 4: thionyl chloride; N,N-dimethyl-formamide / chloroform / 0 - 20 °C / Inert atmosphere View Scheme

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / 18 h / 50 °C / Inert atmosphere 2: potassium hydroxide / isopropyl alcohol / 4 h / 20 °C 3: thionyl chloride; N,N-dimethyl-formamide / chloroform / 0 - 20 °C / Inert atmosphere View Scheme

1: potassium hydroxide / isopropyl alcohol / 4 h / 20 °C 2: thionyl chloride; N,N-dimethyl-formamide / chloroform / 0 - 20 °C / Inert atmosphere View Scheme

thionyl chloride in benzene

in diethyl ether