Simultaneous reduction of aldehyde group to hydroxymethyl group in palladium-catalyzed Suzuki cross-coupling reaction

Abstract

The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group. This method allows halide substituted aryl aldehydes to readily react with arylboronic acids, producing polycyclic aromatic alcohols in moderate to good yields. The reaction was catalyzed by Pd(OAc)₂(3%, molar fraction) at 150 °C in the presence of 6%(molar fraction) 1,4-diazabicyclo[2.2.2]octane(DABCO) and 3 times the molecular weight of K₂CO₃ in the mixture solvent of N,N-dimethylformamide(DMF)/H₂O[V(DMF):V(H₂O)=5:1].

Keywords

Palladium / Suzuki cross-coupling / Reduction / Polycyclic aromatic alcohol

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