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Efficient Oxidative Cleavage of 1,3‐Dicarbonyl Derivatives with Hydrogen Peroxide Catalyzed by Quaternary Ammonium Iodide
Author(s) -
Yuan Yu,
Ji Xiang,
Zhao Dongbo
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000666
Subject(s) - chemistry , catalysis , ammonium iodide , hydrogen peroxide , oxidative cleavage , iodide , iodine , ammonium , oxidative phosphorylation , cleavage (geology) , catalytic cycle , organic chemistry , medicinal chemistry , biochemistry , fracture (geology) , engineering , geotechnical engineering
Abstract Quaternary ammonium iodide, a metal‐free and mild catalyst, was proven to be a successful catalyst in the oxidative cleavage of 1,3‐dicarbonyl derivatives with H 2 O 2 as terminal oxidant. The mechanistic aspects of these “multistep” catalytic oxidations were discussed in terms of the catalytic cycle of the iodine species and the oxidative cleavage of the α carbon from the dicarbonyl compounds to generate the corresponding carboxylic acids.