Multi-step reaction with 9 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
1.2: 20 °C
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; methanol / 4 h / 70 °C / Inert atmosphere
3.1: potassium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C
5.1: tetrahydrofuran / 2 h / 0 - 20 °C
6.1: borane-THF / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere; Reflux
7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h
7.2: 1 h
8.1: aluminum (III) chloride; ethanethiol / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
9.1: sodium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C
With
aluminum (III) chloride; tetrakis(triphenylphosphine) palladium(0); borane-THF; oxalyl dichloride; water; potassium carbonate; caesium carbonate; N,N-dimethyl-formamide; ethanethiol; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;