1: 3-oxo-2,3-dihydrobenzofuran With sodium hydride in tetrahydrofuran T=-30°C; 0.333333 h; 2: methyl iodide in tetrahydrofuran T=-30 - 20°C;

copper dichloride in ethylene glycol T=150°C; 1 h;

1: 1-methyl-2,3-indolinedione With sodium amalgam in N,N-dimethyl-formamide T=20°C; 4 h; 2: ethyl 2-(2-iodophenoxy)-2-methylpropanoate in N,N-dimethyl-formamide T=110°C; 18 h;

1: palladium diacetate; 1-fluoro-pyridinium tetrafluoroborate; trifluoroacetic acid; trifluoroacetic anhydride / 11 h / 50 °C / |Sealed tube 2: pyridine / dichloromethane / 2 h / -78 - 20 °C / |Inert atmosphere 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.2 h / |Inert atmosphere View Scheme

potassium hydroxide in methanol; water 12 h;

1: pyridine / dichloromethane / 2 h / -78 - 20 °C / |Inert atmosphere 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.2 h / |Inert atmosphere View Scheme

in acetic acid

1: With sodium tetrahydroborate in methanol T=0 - 20°C; 3 h; 2: With water; ammonium chloride in methanol