Multi-step reaction with 10 steps
1.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 18 h / 70 °C / Inert atmosphere
2.1: triethylamine / [(R)-(+)-1,1‘-binaphthalene-2,2’-diylbis(diphenylphosphane)]palladium(II)chloride / 18 h / 100 °C / 3620.13 Torr / Inert atmosphere
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 °C
3.2: 1 h / 20 °C
4.1: N-Bromosuccinimide / dichloromethane / 1 h / -5 - 5 °C
5.1: ethanol / 0.75 h / 20 - 75 °C
6.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 2.17 h / 0 - 65 °C / Inert atmosphere
7.1: tricyclohexylphosphine; potassium phosphate / palladium diacetate / toluene; water / 36 h / 100 °C / Inert atmosphere
8.1: sulfuric acid / ethanol; water / 8 h / 90 °C
9.1: pyridine / 5 h / 20 °C
9.2: 1 h / 60 °C
10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
pyridine; potassium phosphate; N-Bromosuccinimide; tert.-butylnitrite; sulfuric acid; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(ll) bromide; lithium hexamethyldisilazane; tricyclohexylphosphine;
[(R)-(+)-1,1‘-binaphthalene-2,2’-diylbis(diphenylphosphane)]palladium(II)chloride; palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene; acetonitrile;