Multi-step reaction with 6 steps
1: [(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzenecarboxylato] [1,2,3-eta-2-propenyl Ir(III)]; potassium phosphate / tetrahydrofuran; isopropyl alcohol / 52 h / 60 °C / Inert atmosphere
2: sodium hydride / dichloromethane; tetrahydrofuran; mineral oil / 2.5 h / Inert atmosphere; Reflux
3: potassium carbonate / methanol / 18 h / 20 - 50 °C / Inert atmosphere
4: potassium hexamethylsilazane; triethylamine / tetrahydrofuran; toluene / 1.5 h / -78 - 20 °C / Inert atmosphere
5: potassium carbonate; copper(II) oxide; copper(I) oxide / pyridine / 22 h / 120 °C / Inert atmosphere
6: copper(l) iodide; sodium iodide; N,N-dimethylethylenediamine / 1,4-dioxane / 42 h / 120 °C / Inert atmosphere
With
copper(I) oxide; potassium phosphate; copper(l) iodide; [(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzenecarboxylato] [1,2,3-eta-2-propenyl Ir(III)]; potassium hexamethylsilazane; sodium hydride; potassium carbonate; N,N-dimethylethylenediamine; triethylamine; sodium iodide; copper(II) oxide;
In
tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; isopropyl alcohol; toluene; mineral oil;
5: |Ullmann Condensation;
DOI:10.1016/j.tetlet.2013.07.038