sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct in ethanol; water; toluene T=100°C; Suzuki Coupling; 1.33333 h; Microwave irradiation; Product distribution / selectivity;

sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in ethanol; water; toluene T=100°C; Suzuki Coupling; 1 h; Microwave irradiation; Product distribution / selectivity;

potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos in tetrahydrofuran T=20 - 90°C; 20 h; Inert atmosphere; Product distribution / selectivity;

1: in N,N-dimethyl-formamide T=-25 - 20°C; 2 h; 2: With sulfuric acid in ethanol; water T=100°C; 16 h; Product distribution / selectivity;

1.1: sodium hydroxide / methanol / 20 °C 2.1: sodium iodide; sodium hypochlorite / methanol / 0 °C 2.2: 1.62 h / 1.2 - 4.1 °C / pH 3 3.1: sodium hydroxide / water; acetone 4.1: potassium phosphate; copper(l) iodide / N-(2-cyanophenyl)pyridine-2-carboxamide / acetonitrile; dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere 5.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); (Me)CgPPh / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere 6.1: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere 7.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere View Scheme

1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); (Me)CgPPh / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere 2: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere 3: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere View Scheme

1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); (Me)CgPPh / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere 2: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere 3: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere View Scheme

1: sodium hydroxide / water; acetone 2: potassium phosphate; copper(l) iodide / N-(2-cyanophenyl)pyridine-2-carboxamide / acetonitrile; dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere 3: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); (Me)CgPPh / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere 4: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere 5: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere View Scheme

1: potassium phosphate; copper(l) iodide / N-(2-cyanophenyl)pyridine-2-carboxamide / acetonitrile; dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere 2: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); (Me)CgPPh / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere 3: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere 4: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere View Scheme