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.

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• Item metadata

  Item type:	Article
  ID code:	56185
  Dates:	Date Event 5 June 2015 Published 12 May 2015 Published Online 4 May 2015 Accepted
  Subjects:	Science > Chemistry
  Department:	University of Strathclyde > University of Strathclyde Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	18 Apr 2016 13:04
  Last modified:	08 Apr 2024 22:25
  Related URLs:	Scopus publication Journal or Publication
  URI:	https://strathprints.strath.ac.uk/id/eprint/56185