Multi-step reaction with 6 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
1.2: 1.75 h / -78 °C
1.3: -78 - 25 °C
2.1: N-ethyl-N,N-diisopropylamine / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 17 h / 110 °C / Inert atmosphere
3.1: trifluoroacetic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 °C
4.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere
5.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 60 h / 85 °C / Inert atmosphere
6.1: lithium hydroxide / 1,4-dioxane / 18 h / 25 °C
With
n-butyllithium; caesium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;