Iodonium Salts as Benzyne Precursors

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29 Scopus citations

Abstract

Reactions involving benzyne and aryne intermediates have found widespread application in organic synthesis. Various benzyne precursors and benzyne generating procedures are known. Recently, methods of benzyne generation from diaryliodonium salts and related hypervalent iodine compounds have received considerable attention. These methods are characterized by mild reaction conditions and applicability in a broad range of chemical transformations. The present minireview is focused on the preparation and reactivity of hypervalent iodine based benzyne precursors. Furthermore, recent developments in their synthetic application are discussed.

Original languageEnglish (US)
Pages (from-to)15156-15166
Number of pages11
JournalChemistry - A European Journal
Volume24
Issue number57
DOIs
StatePublished - Oct 12 2018

Bibliographical note

Funding Information:
Our own work described here was supported by research grants from the Tomsk Polytechnic University Competitiveness Enhancement Program (VIU-195/2018) and the National Science Foundation (CHE-1759798). A.S. is thankful to JSPS Fund for the Promotion of Joint International Research (Grant No 16KK0199).

Keywords

  • arynes
  • benzyne precursors
  • cycloaddition
  • hypervalent iodine
  • iodonium

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