A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts

Linlin Qin, Bao Hu, Kiel D. Neumann, Ethan J. Linstad, Katelyenn McCauley, Jordan Veness, Jayson J. Kempinger, Stephen G. DiMagno

Research output: Contribution to journalArticle

30 Scopus citations

Abstract

Diaryliodonium salts are powerful and widely used arylating agents in organic chemistry. Here we report a scalable synthesis of densely functionalized diaryliodonium salts from aryl iodides under mild conditions. This two-step, one-pot process has remarkable functional group tolerance, is compatible with commonly employed acid-labile protective group strategies, avoids heavy metal and transition metal reagents, and provides a direct route to stable precursors to PET imaging agents.

Original languageEnglish (US)
Pages (from-to)5919-5924
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number27
DOIs
StatePublished - Sep 1 2015

Keywords

  • Aryl iodides
  • Iodane synthesis
  • Iodine
  • Iodonium salts
  • Oxidation
  • Synthetic methods

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Qin, L., Hu, B., Neumann, K. D., Linstad, E. J., McCauley, K., Veness, J., Kempinger, J. J., & DiMagno, S. G. (2015). A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts. European Journal of Organic Chemistry, 2015(27), 5919-5924. https://doi.org/10.1002/ejoc.201500986