Multi-step reaction with 8 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 °C
1.2: -78 - 20 °C
2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 20 °C
3.1: hydrazine hydrate / 1,2-dimethoxyethane / 16 h / 80 °C
4.1: potassium hydroxide; iodine / 1,4-dioxane / 4 h / 70 °C
5.1: triethylamine / dichloromethane / 3.08 h / 20 °C
6.1: sodium hydride / 1,4-dioxane; mineral oil / 0.17 h
6.2: 1 h / 180 °C / Microwave irradiation
7.1: sodium carbonate; potassium acetate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / acetonitrile; water / 0.5 h / 150 °C / Inert atmosphere; Microwave irradiation
8.1: tetra-(n-butyl)ammonium iodide; caesium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C
With
oxalyl dichloride; iodine; potassium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium carbonate; caesium carbonate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; potassium hydroxide;
bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II);
In
1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;