Arene oxidation with malonoyl peroxides
Dragan, Andrei and Kubczyk, Tomasz M. and Rowley, Julian H. and Sproules, Stephen and Tomkinson, Nicholas C. O. (2015) Arene oxidation with malonoyl peroxides. Organic Letters, 17 (11). pp. 2618-2621. ISSN 1523-7060 (https://doi.org/10.1021/acs.orglett.5b00953)
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Abstract
Malonoyl peroxide 7, prepared in a single step from the commercially available diacid, is an effective reagent for the oxidation of aromatics. Reaction of an arene with peroxide 7 at room temperature leads to the corresponding protected phenol which can be unmasked by aminolysis. An ionic mechanism consistent with the experimental findings and supported by isotopic labeling, Hammett analysis, EPR investigations, and reactivity profile studies is proposed.
ORCID iDs
Dragan, Andrei ORCID: https://orcid.org/0000-0002-0170-753X, Kubczyk, Tomasz M., Rowley, Julian H., Sproules, Stephen and Tomkinson, Nicholas C. O. ORCID: https://orcid.org/0000-0002-5509-0133;-
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Item type: Article ID code: 56185 Dates: DateEvent5 June 2015Published12 May 2015Published Online4 May 2015AcceptedSubjects: Science > Chemistry Department: University of Strathclyde > University of Strathclyde
Faculty of Science > Pure and Applied ChemistryDepositing user: Pure Administrator Date deposited: 18 Apr 2016 13:04 Last modified: 07 Oct 2024 00:17 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/56185