Multi-step reaction with 7 steps
1.1: borane-THF / tetrahydrofuran / 20 °C / Reflux
2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide / dichloromethane; water / -7 - -2 °C
3.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere
4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / -78 °C
4.2: 20 - 65 °C
5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 85 °C / Inert atmosphere
6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water
6.2: 3 h / 45 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C
With
sodium hypochlorite; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate; potassium acetate; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium bromide; potassium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
6.1: Suzuki Coupling;