Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

Kurt Polidano, Benjamin D.W. Allen, Jonathan M.J. Williams, Louis C. Morrill

Research output: Contribution to journalArticlepeer-review

231 Citations (SciVal)

Abstract

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Knölker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).

Original languageEnglish
Pages (from-to)6440-6445
Number of pages6
JournalACS Catalysis
Volume8
Issue number7
Early online date14 Jun 2018
DOIs
Publication statusPublished - 6 Jul 2018

Funding

We gratefully acknowledge the School of Chemistry, Cardiff University for generous support, the EPSRC-funded Bath/ Bristol/Cardiff Catalysis Centre for Doctoral Training (K.P., EP/L016443/1), the EPSRC for a standard research grant (B.D.W.A., EP/R006504/1) and the EPSRC UK National Mass Spectrometry Facility at Swansea University.

Keywords

  • borrowing hydrogen
  • iron catalysis
  • mechanistic studies
  • methanol
  • methylation

ASJC Scopus subject areas

  • Catalysis

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