pyridine in dichloromethane T=20°C; 4 h;

potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos; potassium chloride in 1,4-dioxane T=130°C; 16 h; Inert atmosphere;

[Pd(η3-1-Ph-allyl)(μ-Cl)]2; t-Bu Brett Phos; cesium fluoride in toluene T=120°C; 12 h;

triethylamine; palladium diacetate in methanol; CO; N,N-dimethyl-formamide

1: dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; sodium carbonate; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane; water / 36 h / Reflux 2: ethylenediamine / 1,4-dioxane; propan-1-ol; water / 24 h / Reflux View Scheme

3,3'-(3,4-bis(dichloromethylene)cyclobut-1-ene-1,2-diyl)bis(1-methyl-1H-imidazolium) bis(tetrafluoroborate); palladium diacetate; sodium t-butanolate in toluene T=20°C; Suzuki-Miyaura reaction; 1.5 h;

tri[2-(2-methoxyethoxy)ethyl]amine; sodium nitrite; tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos in tert-butyl alcohol T=130°C; 24 h; Inert atmosphere; Product distribution / selectivity;

potassium fluoride; jackiePhos; copper(l) chloride; bis(dibenzylideneacetone)-palladium(0) in acetonitrile T=60°C; 18 h; Inert atmosphereSchlenk technique;

sodium carbonate; bis(dibenzylideneacetone)-palladium(0); dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine in 1,4-dioxane; water Suzuki-Miyaura cross-coupling; 24 h; Inert atmosphereReflux;

1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate / toluene / 16 h / 90 °C / |Inert atmosphere 2: hydrogenchloride / ethanol / |Reflux 3: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 4: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme