Trifluoromethylthiolation of Unsymmetrical λ3-Iodane Derivatives: Additive-Free, Selective and Scalable Introduction of the SCF3 Group

Pavlo Nikolaienko, Tülay Yildiz, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

The reaction of copper trifluoromethyl sulfide with diaryliodonium salts provides a straightforward pathway for the synthesis of aryl trifluoromethyl thioethers under mild reaction conditions and within short reaction times. High chemoselectivity was achieved by using mesityl as a leaving group. A large range of novel [(het)aryl](mesityl)iodonium salts underwent this reaction under the optimized conditions to give the desired products in moderate to good yields.

Original languageEnglish (US)
Pages (from-to)1091-1094
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2016
Issue number6
DOIs
StatePublished - Feb 1 2016

Keywords

  • Copper catalysis
  • Cross-coupling
  • Diaryliodonium salts
  • Fluorine
  • Trifluoromethyl thioethers

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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