Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2.75 h / 0 °C
2.1: 1H-imidazole / 16 h / 20 °C
3.1: sodium carbonate; triphenylphosphine / palladium diacetate / propan-1-ol; N,N-dimethyl-formamide / 8 h / 90 °C / Inert atmosphere of nitrogen
4.1: 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane / bis(1,5-cyclooctadiene)diiridium(I) dichloride / tetrahydrofuran / 16 h / 20 °C
4.2: 8 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / 0 - 20 °C
6.1: dimethyl sulfoxide / 4 h / 80 °C
With
1H-imidazole; sodium tetrahydroborate; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,4-di(diphenylphosphino)-butane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane;
bis(1,5-cyclooctadiene)diiridium(I) dichloride; palladium diacetate;
In
tetrahydrofuran; methanol; propan-1-ol; dimethyl sulfoxide; N,N-dimethyl-formamide;
3.1: Suzuki Coupling;