Simultaneous Reduction of Aldehyde Group to Hydroxymethyl Group in Palladium-catalyzed Suzuki Cross-coupling Reaction |
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Authors: | WANG Yingchun ;LI Xiuying ;LI Yajun ;PAN Yingming ;CHENG Keguang ;WANG Hengshan |
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Institution: | 1. College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, P. R. China;
2. Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education, School of Chemistry &Chemical Engineering, Guangxi Normal University, Guilin 541004, P. R. China |
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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℃ in the presence of 6%(molar fraction) 1,4-diazabicyclo2.2.2]octane(DABCO) and 3 times the molecular weight of K2CO3 in the mixture solvent of N,N-dimethylformamide(DMF)/H2OV(DMF):V(H2O)=5:1]. |
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Keywords: | Palladium Suzuki cross-coupling Reduction Polycyclic aromatic alcohol |
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