One-Pot Synthesis of Diaryliodonium Salts Using Toluenesulfonic Acid: A Fast Entry to Electron-Rich Diaryliodonium Tosylates and Triflates
Mingzhao Zhu, Nazli Jalalian, Berit Olofsson*
*Department of Organic Chemistry, Arrhenius Laboratory,
Stockholm University, 10691 Stockholm, Sweden, Email: berit
organ.su.se
M. Zhu, N. Jalalian, B. Olofsson, Synlett, 2008, 592-596.
Abstract
A direct synthesis of symmetric and unsymmetric electron-rich diaryliodonium salts delivers diaryliodonium tosylates in high yields using MCPBA and toluenesulfonic acid. An in situ anion exchange has also been developed, giving access to the corresponding triflate salts.
see article for more examples
see article for more reactions
M. Bielawski, D. Aili, B. Olofsson, J. Org. Chem., 2008, 73, 4602-4607.
Facile Synthesis of Koser's Reagent and Derivatives from Iodine or Aryl Iodides
E. A. Merritt, V. M. T. Carneiro, L. F. Silva Jr., B. Olofsson, J. Org. Chem., 2010, 75, 7416-7419.
Key Words
hypervalent iodine, diaryliodonium salts, oxidations, MCPBA, arenes, electrophilic aromatic substitution
ID: J60-Y2008-0640
