Multi-step reaction with 9 steps
1: potassium carbonate / acetonitrile / 1 h / Reflux
2: tetrahydrofuran / 1 h / 0 - 20 °C
3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / 20 °C / Inert atmosphere
4: hydrogen; palladium on activated charcoal / acetic acid; methanol / 1 h / 20 °C
5: pyridinium chlorochromate / dichloromethane / 4 h
6: toluene-4-sulfonic acid; magnesium sulfate / 2 h / Reflux
7: tris-(dibenzylideneacetone)dipalladium(0); XPhos; lithium tert-butoxide / 1,4-dioxane / 1 h / 90 °C
8: bis-triphenylphosphine-palladium(II) chloride; diethylamine; copper(l) iodide; triphenylphosphine / N,N-dimethyl-formamide / 0.42 h / 120 °C / Microwave irradiation
9: hydrogen; palladium on activated charcoal / acetic acid; methanol / 3 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; palladium on activated charcoal; hydrogen; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; diethylamine; triphenylphosphine; pyridinium chlorochromate; lithium tert-butoxide; XPhos;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.ejmech.2012.12.042