Dragan, A., Kubczyk, T. M., Rowley, J. H., Sproules, S. and Tomkinson, N. C. O. (2015) Arene oxidation with malonoyl peroxides. Organic Letters, 17(11), pp. 2618-2621. (doi: 10.1021/acs.orglett.5b00953) (PMID:25966313)
|
Text
105852.pdf - Accepted Version 3MB |
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.
Item Type: | Articles |
---|---|
Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Sproules, Dr Stephen and Tomkinson, Dr Nicholas |
Authors: | Dragan, A., Kubczyk, T. M., Rowley, J. H., Sproules, S., and Tomkinson, N. C. O. |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Organic Letters |
Publisher: | American Chemical Society |
ISSN: | 1523-7060 |
ISSN (Online): | 1523-7052 |
Copyright Holders: | Copyright © 2015 American Chemical Society |
First Published: | First published in Organic Letters 17(11):2618-2621 |
Publisher Policy: | Reproduced in accordance with the copyright policy of the publisher. |
University Staff: Request a correction | Enlighten Editors: Update this record