Room Temperature, Metal-Free Arylation of Aliphatic Alcohols
Article first published online: 11 APR 2014
© 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
This is an open access article under the terms of the Creative Commons Attribution-NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
Volume 3, Issue 2, pages 54–57, April 2014
How to Cite
Ghosh, R., Lindstedt, E., Jalalian, N. and Olofsson, B. (2014), Room Temperature, Metal-Free Arylation of Aliphatic Alcohols. ChemistryOpen, 3: 54–57. doi: 10.1002/open.201402006
- Issue published online: 19 APR 2014
- Article first published online: 11 APR 2014
- Manuscript Received: 26 MAR 2014
- Wenner-Gren Foundations
- Swedish Research Council
- aliphatic alcohols;
- alkyl aryl ethers;
- diaryliodonium salts;
- hypervalent iodine
Diaryliodonium salts are demonstrated as efficient arylating agents of aliphatic alcohols under metal-free conditions. The reaction proceeds at room temperature within 90 min to give alkyl aryl ethers in good to excellent yields. Aryl groups with electron-withdrawing substituents are transferred most efficiently, and unsymmetric iodonium salts give chemoselective arylations. The methodology has been applied to the formal synthesis of butoxycaine.