Multi-step reaction with 8 steps
1.1: triethylamine; copper(l) iodide / trans-bis(triphenylphosphine)palladium dichloride / 2 h / 90 °C / Inert atmosphere
2.1: caesium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 95 °C / Inert atmosphere
3.1: N-Bromosuccinimide / N,N-dimethyl-formamide; tetrahydrofuran / 3.5 h / 20 °C
4.1: diethyl ether; methanol / 20 °C
5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.5 h / 180 °C / Microwave irradiation
5.2: 1 h
6.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 2 h / 76 °C
6.2: 0.17 h / 150 °C / Microwave irradiation
7.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 0.5 h / 95 °C
7.2: 0.17 h
8.1: sodium hydroxide; water / methanol / 20 °C
With
N-Bromosuccinimide; copper(l) iodide; 2,2'-azobis(isobutyronitrile); water; sodium carbonate; caesium carbonate; triethylamine; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0); trans-bis(triphenylphosphine)palladium dichloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide;
2.1: Suzuki Coupling;