Multi-step reaction with 7 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); potassium acetate; tricyclohexylphosphine / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; 1,2-dimethoxyethane / 16 h / 80 °C / Inert atmosphere
3.1: lithium chloride; N,N,N,N,N,N-hexamethylphosphoric triamide / 16 h / 110 °C / Inert atmosphere
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 17 h / 20 °C / Cooling with ice
5.1: ammonium formate; palladium 10% on activated carbon / methanol; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
6.1: magnesium sulfate / isopropyl alcohol; tetrahydrofuran; water / 1 h / 20 °C
6.2: 25 h / 20 - 80 °C
7.1: hydrogen bromide / water / 0.5 h / 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen bromide; ammonium formate; potassium acetate; magnesium sulfate; potassium carbonate; triphenylphosphine; lithium chloride; tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; isopropyl alcohol;