Multi-step reaction with 8 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / 1,4-dioxane / 3 h / Reflux
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydroxide / 1,4-dioxane; water / 1 h / Reflux
5.1: 1,2-dichloro-benzene / 0.5 h / Inert atmosphere; Reflux
6.1: boron trichloride / dichloromethane; pentamethylbenzene, / -78 °C
7.1: dichloromethane / 0.75 h / 20 °C
8.1: boron trichloride; tetra-(n-butyl)ammonium iodide / dichloromethane / 0 °C
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; boron trichloride; tetra-(n-butyl)ammonium iodide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide;
In
1,4-dioxane; dichloromethane; pentamethylbenzene,; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; toluene;
DOI:10.1002/asia.201000544