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 Citations (Scopus)

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

Fingerprint

Aromatic compounds
Iodides
Phase separation
Purification
Salts
Electrons

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

Cite this

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

An alternative to the Sandmeyer approach to aryl iodides. / Hu, Bao; Miller, William H.; Neumann, Kiel D.; Linstad, Ethan J.; DiMagno, Stephen G.

In: Chemistry - A European Journal, Vol. 21, No. 17, 20.04.2015, p. 6394-6398.

Research output: Contribution to journalArticle

Hu, B, Miller, WH, Neumann, KD, Linstad, EJ & DiMagno, SG 2015, 'An alternative to the Sandmeyer approach to aryl iodides', Chemistry - A European Journal, vol. 21, no. 17, pp. 6394-6398. https://doi.org/10.1002/chem.201500151
Hu B, Miller WH, Neumann KD, Linstad EJ, DiMagno SG. An alternative to the Sandmeyer approach to aryl iodides. Chemistry - A European Journal. 2015 Apr 20;21(17):6394-6398. https://doi.org/10.1002/chem.201500151
Hu, Bao ; Miller, William H. ; Neumann, Kiel D. ; Linstad, Ethan J. ; DiMagno, Stephen G. / An alternative to the Sandmeyer approach to aryl iodides. In: Chemistry - A European Journal. 2015 ; Vol. 21, No. 17. pp. 6394-6398.
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