We thank the Ministerio de Ciencia y Tecnología (Grants BQU2002-03371 and CTQ2005-02095/BQU) and the Comunidad Autónoma de Madrid (Grant GR/MAT/0152/2004) for financial support. M.G.-L. thanks the Comunidad Autónoma de Madrid for a fellowship.
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Communication
Oxidative De-aromatization of para-Alkyl Phenols into para-Peroxyquinols and para-Quinols Mediated by Oxone as a Source of Singlet Oxygen†
Article first published online: 20 MAR 2006
DOI: 10.1002/anie.200504605
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Carreño, M. C., González-López, M. and Urbano, A. (2006), Oxidative De-aromatization of para-Alkyl Phenols into para-Peroxyquinols and para-Quinols Mediated by Oxone as a Source of Singlet Oxygen. Angewandte Chemie International Edition, 45: 2737–2741. doi: 10.1002/anie.200504605
- †
Publication History
- Issue published online: 11 APR 2006
- Article first published online: 20 MAR 2006
- Manuscript Received: 28 DEC 2005
Keywords:
- natural products;
- oxidation;
- oxone;
- singlet oxygen;
- synthetic methods
Graphical Abstract
Easy does it: Easily handled and environmentally safe oxone generates singlet oxygen which effects the simple and selective oxidative de-aromatization of para-alkyl phenols 1 into para-peroxyquinols 2 under very mild conditions with good to excellent yields. A one-pot access to para-quinols 3 from 1 is also possible after treatment of the crude reaction mixture with sodium thiosulfate.