Ruthenium-Catalyzed Oxidative Cleavage of Alkynes to Carboxylic Acids

Dan Yang,* Fei Chen, Ze-Min Dong, and Dan-Wei Zhang

*Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China, Email: yangdanhku.hk

D. Yang, F. Chen, Z.-M. Dong, D.-W. Zhang, J. Org. Chem., 2004, 69, 209-212.

DOI: 10.1021/jo0357925

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Abstract

An efficient method for the oxidative cleavage of internal and terminal alkynes to carboxylic acids using a combination of RuO₂/Oxone/NaHCO₃ in a CH₃CN/H₂O/EtOAc solvent system is described. Various alkynes, regardless of their electron density, were oxidized to carboxylic acids in excellent yield.

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Ruthenium-Catalyzed Oxidative Cleavage of Olefins to Aldehydes

D. Yang, C. Zhang, J. Org. Chem., 2001, 66, 4814-4818.

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Key Words

Oxidative Cleavage (Alkenes, Alkynes), Carboxylic Acids, Ruthenium, Oxone

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ID: J42-Y2004-160