Palladium-Catalyzed Synthesis of Alkylated Amines from Aryl Ethers or Phenols

Xinjiang Cui, Kathrin Junge, Matthias Beller

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

Synthesis of alkylated amines is an important and attractive task in organic chemistry. Herein, we demonstrate a general protocol to produce alkylated amines via the catalytic coupling of amines with aromatic ethers or phenols. This transformation is performed in the presence of a heterogeneous palladium catalyst, and the key to its success is the use of a Lewis acid (LA) co-catalyst. This method shows broad substrate scope and a variety of phenols, including lignin-derived fragments, can be converted to the desired products smoothly. Preliminary mechanistic investigations reveal that this straightforward domino transformation occurs via a hydrogenolysis/reduction/condensation/reduction process. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)7834-7838
Number of pages5
JournalACS Catalysis
Volume6
Issue number11
DOIs
StatePublished - 4 Nov 2016
Externally publishedYes

Keywords

  • N-alkylation
  • amines
  • catalysis
  • esters
  • ethers

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