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Arylation with Diaryliodonium Salts.

Berit Olofsson1,2

  • 1Arrhenius Laboratory, Department of Organic Chemistry, Stockholm University, 106 91, Stockholm, Sweden. berit.olofsson@su.se.

Topics in Current Chemistry
|October 27, 2015
PubMed
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Recent advances in metal-free and metal-catalyzed arylations utilize diaryliodonium salts (diaryl-λ3-iodanes). This work reviews synthetic routes and chemoselectivity trends for these versatile reagents.

Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry

Background:

  • Diaryliodonium salts (diaryl-λ3-iodanes) are increasingly important reagents in organic synthesis.
  • Their application in metal-free and metal-catalyzed cross-coupling reactions offers efficient C-C bond formation.

Purpose of the Study:

  • To review recent developments in the use of diaryliodonium salts for arylation reactions.
  • To discuss synthetic methodologies for preparing diaryliodonium salts.
  • To explore chemoselectivity trends when using unsymmetric iodonium salts.

Main Methods:

  • Literature review of metal-free and metal-catalyzed arylation reactions.
  • Summary of synthetic routes to diaryliodonium salts.
  • Analysis of chemoselectivity data for unsymmetric diaryliodonium salts.
Keywords:
ChemoselectivityDiaryl-λ3-iodanesHypervalent iodineIodine(III) compounds

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Main Results:

  • Recent advancements in both metal-free and metal-catalyzed arylation reactions using diaryliodonium salts are highlighted.
  • Key synthetic pathways for accessing these iodonium salts are presented.
  • Chemoselectivity patterns observed with unsymmetric diaryliodonium salts are elucidated.

Conclusions:

  • Diaryliodonium salts are powerful and versatile reagents for arylation.
  • Understanding synthetic routes and chemoselectivity is crucial for their effective application.
  • Continued development in this area promises further synthetic innovations.