Iron-Catalyzed Ortho C–H Homoallylation of Aromatic Ketones with Methylene­cyclopropanes

Iron-Catalyzed Ortho C–H Homoallylation of Aromatic Ketones with Methylene­cyclopropanes

We report here a C–H homoallylation reaction of aromatic ketones with methylene­cyclo­propanes (MCPs) only using a catalytic amount of Fe­(PMe3)4. A variety of aromatic ketones and MCPs are applicable to the reaction to form ortho-homoallylated aromatic ketones selectively via regioselective scissio...

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Veröffentlicht in:Journal of the American Chemical Society 2021-03, Vol.143 (12), p.4543-4549
Hauptverfasser: Kimura, Naoki, Katta, Shiori, Kitazawa, Yoichi, Kochi, Takuya, Kakiuchi, Fumitoshi
Format: Artikel
Sprache:eng
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Zusammenfassung:We report here a C–H homoallylation reaction of aromatic ketones with methylene­cyclo­propanes (MCPs) only using a catalytic amount of Fe­(PMe3)4. A variety of aromatic ketones and MCPs are applicable to the reaction to form ortho-homoallylated aromatic ketones selectively via regioselective scission of the three-membered rings. The homoallylated products are amenable to further elaborations, providing functionalized 1,2-dihydro­naphthalenes.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.1c00237