Multi-step reaction with 7 steps
1.1: sodium hydride / dimethyl sulfoxide / 20 - 40 °C / Inert atmosphere
2.1: sodium iodate; iodine / sulfuric acid / 30 °C
3.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 20 - 100 °C / Inert atmosphere
4.1: triphenyl phosphite; ammonium metavanadate; hydrogen / platinum on carbon
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / palladium diacetate; CyJohnPhos / ISOPROPYLAMIDE / 80 - 130 °C
6.1: hydrogenchloride; sodium nitrite / water / 1.08 h / 0 - 20 °C
6.2: 0.08 h
7.1: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 3 h / 115 °C
With
triphenyl phosphite; hydrogenchloride; ammonium metavanadate; sodium iodate; hydrogen; iodine; sodium hydride; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium t-butanolate; sodium nitrite;
tris-(dibenzylideneacetone)dipalladium(0); platinum on carbon; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; CyJohnPhos;
In
1,4-dioxane; ISOPROPYLAMIDE; sulfuric acid; water; dimethyl sulfoxide; toluene;