Off/on Switching of Electric Current as a Strategy for One-Pot Synthesis of Bromoarylpyridines by Cross-Coupling/ C−H Bromination

Yamato Hirota, Takaya Fujie, Takuya Kochi, Fumitoshi Kakiuchi

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1 Citation (Scopus)

Abstract

An “OFF/ON” electric current switching protocol was developed as a new strategy for one-pot organic synthesis. Suzuki-Miyaura coupling of 2-bromopyridines with arylboronic acids in an electrochemical cell was performed without applying an electric current, and subsequently, the Pd-catalyzed electrochemical C−H bromination was conducted using the already-present Pd catalyst to obtain 2-(2-bromoaryl)pyridines as products. The one-pot synthesis of bromoarenes can also be achieved without adding an external Br source in the second step. Furthermore, an OFF/ON/OFF two-times switching protocol also realized the formation of an N-containing teraryl derivative.

Original languageEnglish
Article numbere202300087
JournalIsrael Journal of Chemistry
Volume64
Issue number1-2
DOIs
Publication statusPublished - 2024 Jan

Keywords

  • C−H activation
  • Pd catalysis
  • Suzuki-Miyaura coupling
  • electrochemical oxidation
  • off/on switching

ASJC Scopus subject areas

  • General Chemistry

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