Photoinduced Nickel-Catalyzed Demethylative Cyanation and Decarboxylative Cyanomethylation of Aryl Halides

Shao Chi Lee*, Chen Zhu*, Kun Huang, Jeremy A. Bau, Jiaqi Jia, Huifeng Yue*, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Photoinduced nickel-catalyzed demethylative cyanation and decarboxylative cyanomethylation of aryl halides are described here. Commercially available bromoacetonitrile was found to act as an efficient cyanating reagent for the photoinduced cyanation reaction in the absence of a photocatalyst. Moreover, photoredox and nickel dual-catalyzed decarboxylative cyanomethylation of aryl halides has also been realized using cesium cyanoacetate under mild conditions. A series of aryl and benzyl nitriles bearing diverse functional groups were prepared with good to high efficiency.

Original languageEnglish (US)
Pages (from-to)16279-16285
Number of pages7
JournalACS Catalysis
Volume13
Issue number24
DOIs
StatePublished - Dec 15 2023

Keywords

  • aryl halides
  • cyanation
  • cyanomethylation
  • nickel
  • photocatalysis

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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