Iron-Catalyzed Regioselective Anti-Markovnikov Addition of C-H Bonds in Aromatic Ketones to Alkenes

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Abstract

We report here on a C-H alkylation reaction, in which the coupling of aromatic ketones with alkenes proceeds in the presence of only a simple Fe(PMe3)4 catalyst. The anti-Markovnikov addition of ortho C-H bonds in various ketones occurs with excellent regioselectivity under relatively mild reaction conditions. A strikingly wide variety of alkenes can be used for this reaction, and the high-yielding anti-Markovnikov addition of aromatic C-H bonds to enol ethers was achieved for the first time using this catalyst system.

Original languageEnglish
Pages (from-to)14849-14852
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number42
DOIs
Publication statusPublished - 2017 Oct 25

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Alkenes
Ketones
Olefins
Iron
Regioselectivity
Catalysts
Ethers
Alkylation
ferryl iron

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Iron-Catalyzed Regioselective Anti-Markovnikov Addition of C-H Bonds in Aromatic Ketones to Alkenes. / Kimura, Naoki; Kochi, Takuya; Kakiuchi, Fumitoshi.

In: Journal of the American Chemical Society, Vol. 139, No. 42, 25.10.2017, p. 14849-14852.

Research output: Contribution to journalArticle

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