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Synthesis 1972; 1972(1): 1-28
DOI: 10.1055/s-1972-21818
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One-Step Substitutive Acyloxylation at Carbon. Part I. Reactions Involving Peroxides

David J. RAWLINSON* , George SOSNOVSKY
  • *Department of Chemistry, Western Illinois University, Macomb, Illinois 61455, U.S.A.
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Publication Date:
12 March 2002 (online)

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Methods of direct introduction of the acyloxy group in place of hydrogen attached to carbon are described. This review covers reactions involving organic peroxides, with and without catalysis by transition metal ions. Acyloxylations, using peroxides, of hydrocarbons, ethers, esters, aldehydes, ketones, amides, thioethers, phenols, and some other compounds are included. 1. Reactions with Catalysis by Transition Metal Ions 1.1. The Peroxyester Reaction 1.2. Acyloxylation in the Presence of Hydroperoxides 1.3. Acyloxylation in the Presence of Dialkyl Peroxides 1.4. Acyloxylation with Peroxyacids 1.5. Acyloxylation with Diacyl Peroxides 2. Uncatalyzed Reactions 2.1. Aromatic Aroyloxylation with Aroyl Peroxides 2.2. Acyloxylation of Ethers with Acyl Peroxides 2.3. Acyloxylation of Thioethers with Acyl Peroxides 2.4. Acyloxylation of Amides with Acyl Peroxides 2.5. Benzoyloxylation of Compounds with "Active" Methylene Groups 2.6. Reactions of Benzoyl Peroxide with Enamines 2.7. Reactions of Benzoyl Peroxide with Phenols