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Palladium‐Catalyzed Oxidation of Phenyl‐Substituted Alkenes using Molecular Oxygen as the Sole Oxidant
Author(s) -
Bueno Aline C.,
de Souza Ágatha O.,
Gusevskaya Elena V.
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900294
Subject(s) - chemistry , palladium , catalysis , dimethylacetamide , dimethylformamide , styrene , organic chemistry , chloride , molecular oxygen , oxygen , polymer , polymer chemistry , combinatorial chemistry , copolymer , solvent
The palladium‐catalyzed aerobic oxidation of styrene and 2‐vinylnaphthalene in dimethylacetamide/water or dimethylformamide/water solutions under mild conditions has been developed, in which palladium(II) chloride is used in the absence of co‐catalysts or special stabilizing ligands as the sole and recyclable catalyst. The corresponding methyl ketones have been obtained in good to excellent yields with low catalyst loadings (0.2–5 mol%) and high turnover numbers (up to ca. 1000 to palladium). This simple and efficient catalytic method represents an ecologically benign and economically attractive synthetic pathway to industrially important compounds used in the manufacture of various polymers and drugs.