1: potassium carbonate / acetonitrile / 4 h / |Reflux; |Sealed tube 2: N-chloro-succinimide; palladium diacetate; sodium pyrosulphate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 0.17 h / 20 °C / |Sealed tube 3: N-chloro-succinimide; palladium diacetate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 10 h / 20 °C / |Sealed tube View Scheme

1: potassium carbonate / acetonitrile / 4 h / |Reflux; |Sealed tube 2: N-chloro-succinimide; palladium diacetate; sodium pyrosulphate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 0.17 h / 20 °C / |Sealed tube 3: palladium diacetate; trifluorormethanesulfonic acid; N-bromosuccinmide / 1,2-dichloro-ethane / 6 h / 20 °C / |Sealed tube 4: hydrazine hydrate / 12 h / 20 °C / |Sealed tube View Scheme

1: potassium carbonate / acetonitrile / 4 h / |Reflux; |Sealed tube 2: N-chloro-succinimide; palladium diacetate; sodium pyrosulphate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 0.17 h / 20 °C / |Sealed tube 3: N-chloro-succinimide; palladium diacetate; trifluorormethanesulfonic acid / 1,2-dichloro-ethane / 10 h / 20 °C / |Sealed tube 4: hydrazine hydrate / 2 h / 60 °C / |Sealed tube View Scheme

1.1: 1H-imidazole / tetrahydrofuran / 20 °C / Inert atmosphere 1.3: 20 °C 2.1: Pd(OPiv)2; [bis(acetoxy)iodo]benzene / toluene / 16 h / 100 °C / Inert atmosphere 2.2: 2 h / 20 °C / Inert atmosphere 2.3: Inert atmosphere View Scheme

1.1: copper(l) iodide; potassium phosphate; pyridine-2-carboxylic acid / dimethyl sulfoxide / 24 h / 90 °C 2.1: dichloro bis(acetonitrile) palladium(II); dipotassium peroxodisulfate; silver(l) oxide; acetic acid / dimethyl sulfoxide; 1,4-dioxane / 2 h / 115 °C / |Sealed tube 3.1: methyl trifluoromethanesulfonate / methanol / 2 h / 100 °C / |Inert atmosphere 3.2: 0.5 h / 80 °C / |Inert atmosphere View Scheme