Iodonium ylides in organic synthesis

Mekhman S. Yusubov, Akira Yoshimura, Viktor Zhdankin

Research output: Contribution to journalReview articlepeer-review

52 Scopus citations

Abstract

This review summarizes the chemistry of iodonium ylides with emphasis on their synthetic applications. The preparation, structure and chemistry of iodonium ylides of different structural types are overviewed. Iodonium ylides have found synthetic application as efficient carbene precursors, especially useful as reagents for cyclopropanation of alkenes and preparation of heterocyclic compounds. Recently iodonium ylides have been utilized as efficient reagents in the thiotrifluoromethylation and nucleophilic fluorination reactions.

Original languageEnglish (US)
Pages (from-to)342-374
Number of pages33
JournalArkivoc
Volume2016
Issue number1
DOIs
StatePublished - 2016

Bibliographical note

Funding Information:
M.S.Y. is thankful to the Ministry of Education and Science of Russian Federation (project 'Science' No. 4.2569.2014/K). Our work was also supported by a research grant from the National Science Foundation (CHE-1262479).

Publisher Copyright:
©ARKAT-USA, Inc.

Keywords

  • Carbenes
  • Carbenoids
  • Hypervalent iodine
  • Iodonium ylides
  • Thiotrifluoromethylation

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