Multi-step reaction with 9 steps
1.1: sodium hypochlorite; disodium hydrogenphosphate; dihydrogen peroxide / water; acetonitrile / 20 °C / Inert atmosphere
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere
3.1: sodium hydroxide / dichloromethane; water / 2 h / Inert atmosphere
4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 18 h / Inert atmosphere
5.1: boron trichloride / dichloromethane / 0 - 20 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / toluene / 110 °C / Inert atmosphere
7.1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate / 1,4-dioxane / Inert atmosphere; Heating
7.2: Inert atmosphere; Heating
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
9.1: 1,4-diaza-bicyclo[2.2.2]octane; (PdAllylCl)2; tri tert-butylphosphoniumtetrafluoroborate / acetonitrile / 0.17 h / Inert atmosphere
9.2: 45 °C / Inert atmosphere
With
1,4-diaza-bicyclo[2.2.2]octane; sodium hypochlorite; disodium hydrogenphosphate; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; dihydrogen peroxide; boron trichloride; (PdAllylCl)2; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile;
7.1: Sonogashira cross-coupling / 7.2: Sonogashira cross-coupling / 9.1: Sonogashira cross-coupling;
DOI:10.1021/ja204040k
