1: With pyridine in isopropyl alcohol T=80°C; 1 h; 2: With hydrogenchloride in 1,4-dioxane; diethyl ether; chloroform T=20°C; 1 h; Product distribution / selectivity;
1.1: pyridine / isopropyl alcohol / 1 h / 80 °C 1.2: 1 h / 20 °C 2.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 80 °C 2.2: 0.5 h / 0 - 40 °C 3.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 0.5 h / 0 °C / Inert atmosphere 3.2: 15 h / 20 °C 3.3: 3 h / 20 °C View Scheme
1.1: hydrogen bromide / water / 16 h / 110 - 140 °C 2.1: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 120 °C 2.2: 0.75 h / 0 - 40 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 30 °C 4.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 0.5 h / 0 °C / Inert atmosphere 4.2: 15 h / 20 °C 4.3: 3 h / 20 °C View Scheme
1.1: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 120 °C 1.2: 0.75 h / 0 - 40 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 30 °C 3.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 0.5 h / 0 °C / Inert atmosphere 3.2: 15 h / 20 °C 3.3: 3 h / 20 °C View Scheme