An alternative to the Sandmeyer approach to aryl iodides

Bao Hu, William H. Miller, Kiel D. Neumann, Ethan J. Linstad, Stephen G. DiMagno

Research output: Contribution to journalArticle

17 Scopus citations

Abstract

Iodoarenes are important synthons for a wide range of organic transformations. Here we report a general strategy to prepare singly iodinated electron-rich aromatic compounds through the intermediacy of diaryliodonium salts. This process, which incorporates a phase separation that greatly simplifies product purification, is an attractive replacement for the Sandmeyer approach to iodoarenes that are otherwise difficult to access.

Original languageEnglish (US)
Pages (from-to)6394-6398
Number of pages5
JournalChemistry - A European Journal
Volume21
Issue number17
DOIs
StatePublished - Apr 20 2015

Keywords

  • Sandmeyer reaction
  • aryl iodides
  • diaryliodonium salt
  • electrophilic substitution
  • regioselectivity

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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    Hu, B., Miller, W. H., Neumann, K. D., Linstad, E. J., & DiMagno, S. G. (2015). An alternative to the Sandmeyer approach to aryl iodides. Chemistry - A European Journal, 21(17), 6394-6398. https://doi.org/10.1002/chem.201500151