1: iron; acetic acid / 4 h / 45 °C / |Inert atmosphere 2: caesium carbonate; palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / toluene / 16 h / |Inert atmosphere; |Reflux 3: potassium carbonate; palladium diacetate; 2-oxo-3,3-dimethyl-butanoic acid / 23 h / 85 °C / |Inert atmosphere 4: palladium 10 on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / |Inert atmosphere View Scheme

1.1: iron; acetic acid / 4 h / 45 °C / |Inert atmosphere 2.1: caesium carbonate; palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / toluene / 16 h / |Inert atmosphere; |Reflux 3.1: potassium carbonate; palladium diacetate; 2-oxo-3,3-dimethyl-butanoic acid / 23 h / 85 °C / |Inert atmosphere 4.1: palladium 10 on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / |Inert atmosphere 5.1: caesium carbonate; copper(l) iodide / acetonitrile / 29 h / 20 °C / |Inert atmosphere 5.2: 29 h / 111 °C / |Inert atmosphere View Scheme

1: iron; acetic acid / 4 h / 45 °C / |Inert atmosphere 2: caesium carbonate; palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / toluene / 16 h / |Inert atmosphere; |Reflux 3: potassium carbonate; palladium diacetate; 2-oxo-3,3-dimethyl-butanoic acid / 23 h / 85 °C / |Inert atmosphere 4: palladium 10 on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / |Inert atmosphere 5: caesium carbonate; copper(l) chloride / acetonitrile / 35 h / 20 °C / |Inert atmosphere View Scheme

1: iron; acetic acid / 4 h / 45 °C / |Inert atmosphere 2: caesium carbonate; palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / toluene / 16 h / |Inert atmosphere; |Reflux 3: potassium carbonate; palladium diacetate; 2-oxo-3,3-dimethyl-butanoic acid / 23 h / 85 °C / |Inert atmosphere 4: palladium 10 on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / |Inert atmosphere 5: titanium (IV) isopropoxide / toluene / 15 h / -78 - 20 °C / |Inert atmosphere View Scheme

sodium hydroxide; sulfur Behandeln des Reaktionsprodukts mit Acetanhydrid und Natriumacetat in Essigsaeure;