Electrochemical ipso-Thiocyanation of Arylboron Compounds

Marco Dyga, Davit Hayrapetyan, Raja K. Rit, Lukas J. Gooßen

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

An operationally simple electrochemical method for the transition-metal-free ipso-thiocyanation of arylboronic acids and aryl trifluoroborates has been developed. The SCN electrophile is generated in situ by anodic oxidation of thiocyanate anions, which avoids formation of salt waste and prevents unwanted side reactions arising from chemical oxidants. The reaction proceeds regiospecifically, and the scope extends to non-activated aromatic systems. (Figure presented.).

Original languageEnglish
Pages (from-to)3548-3553
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number15
DOIs
Publication statusPublished - Jan 1 2019
Externally publishedYes

Keywords

  • boronic acids
  • electrochemistry
  • thiocyanation
  • thiocyanogen
  • trifluoroborates

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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