Multi-step reaction with 7 steps
1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 1 h / 20 °C
2.1: potassium hydroxide / N,N-dimethyl-formamide / 0.17 h / 20 °C
2.2: 2 h
3.1: zinc(II) chloride / diethyl ether / 0 °C
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / 1,4-dioxane / 3 h / Reflux
5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydroxide / 1,4-dioxane; water / 1.5 h / 20 °C
6.1: 1,2-dichloro-benzene / 0.67 h / Reflux; Inert atmosphere
7.1: diisobutylaluminium hydride / pentamethylbenzene,; toluene / 2 h / 20 °C
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide; zinc(II) chloride;
In
1,4-dioxane; diethyl ether; pentamethylbenzene,; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; toluene;
5.1: Suzuki-Miyaura coupling;
DOI:10.1002/asia.201000544