Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids

Dan Wang, Zhaohua Wan, Heng Zhang, Hesham Alhumade, Hong Yi*, Aiwen Lei*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.

Original languageEnglish
Pages (from-to)5399-5404
Number of pages6
JournalChemSusChem
Volume14
Issue number24
DOIs
StatePublished - 17 Dec 2021
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2021 Wiley-VCH GmbH

Keywords

  • diarylamine
  • electrochemistry
  • homogeneous catalysis
  • metal-free
  • reductive arylation

ASJC Scopus subject areas

  • Environmental Chemistry
  • General Chemical Engineering
  • General Materials Science
  • General Energy

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