We gratefully acknowledge Simafex and the Association Nationale de la Recherche Technique (CIFRE Grant N°301/2002) for their financial support and Aurélie Ozanne-Beaudenon’s graduate research assistantship.
Regioselective Hypervalent-Iodine(III)-Mediated Dearomatizing Phenylation of Phenols through Direct Ligand Coupling†
Article first published online: 6 OCT 2005
Copyright © 2005 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 44, Issue 43, pages 7065–7069, November 4, 2005
How to Cite
Ozanne-Beaudenon, A. and Quideau, S. (2005), Regioselective Hypervalent-Iodine(III)-Mediated Dearomatizing Phenylation of Phenols through Direct Ligand Coupling. Angew. Chem. Int. Ed., 44: 7065–7069. doi: 10.1002/anie.200501638
- Issue published online: 31 OCT 2005
- Article first published online: 6 OCT 2005
- Manuscript Revised: 13 JUL 2005
- Manuscript Received: 12 MAY 2005
- hypervalent compounds;
- reaction mechanisms;
Dearomatization: Treatment of phenols and naphthols substituted at the ortho position by a small electron-donating group D with chlorodiphenyl-λ3-iodane leads to their regioselective ortho phenylation to give cyclohexa-2,4-dienone derivatives (see scheme). The mechanism of this reaction involves a nonradical direct coupling of the ligands.