sodium hydroxide in water; acetone T=20°C; 48 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 View Scheme

1.1: sodium iodide; sodium hypochlorite / methanol / 0 °C 1.2: 1.62 h / 1.2 - 4.1 °C / pH 3 2.1: sodium hydroxide / water; acetone View Scheme

potassium phosphate; N-(2-cyanophenyl)pyridine-2-carboxamide; copper(l) chloride in dimethyl sulfoxide; acetonitrile T=60°C; 16 h; Inert atmosphere;

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