Multi-step reaction with 9 steps
1.1: iron; ammonium chloride / ethanol / 3 h / Reflux
2.1: dmap; triethylamine / N,N-dimethyl-formamide
3.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 4 h / 80 °C / Inert atmosphere
4.1: dihydrogen peroxide; water; sodium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C
5.1: trifluoroacetic acid / dichloromethane / 20 °C
6.1: tetrahydrofuran / 2 h / 0 - 20 °C
7.1: borane-THF / tetrahydrofuran / 50 °C / Inert atmosphere
8.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
8.2: 1 h
9.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C
With
dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; borane-THF; water; dihydrogen peroxide; potassium acetate; iron; ammonium chloride; caesium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;