2,3-dicyano-5,6-dichloro-p-benzoquinone in tetrahydrofuran; methanol; water T=20°C; 1.5 h;

1: copper diacetate; octane-1-acetic acid; 2,6-dimethylpyridine / toluene / 24 h / 20 °C 2: palladium diacetate; potassium carbonate / dimethyl sulfoxide / 5 h / 130 °C / |Inert atmosphere; |Sealed tube 3: diisobutylaluminium hydride / toluene; tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere View Scheme

potassium carbonate in acetone 8 h; Heating;