Multi-step reaction with 8 steps
1.1: silver trifluoroacetate / 1,2-dichloro-ethane / 7 h / Reflux
1.2: 12 h / 20 °C / Heating
2.1: copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.17 h / 80 °C / Sealed tube
3.1: potassium tert-butylate; 1-methyl-pyrrolidin-2-one / 12 h / 20 - 120 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / acetone / 12 h / 5 - 20 °C
5.1: trichlorophosphate / 3 h / 85 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 5 °C
7.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 12 h / 100 °C / Inert atmosphere
8.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 5 h / Reflux
With
1-methyl-pyrrolidin-2-one; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; palladium diacetate; silver trifluoroacetate; sodium hydride; caesium carbonate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1021/jm3016014