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Well-Defined Phosphine-Free Iron-Catalyzed N -Ethylation and N -Methylation of Amines with Ethanol and Methanol

Abstract : An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02159935
Contributor : Jean-Luc Renaud <>
Submitted on : Wednesday, June 19, 2019 - 10:44:06 AM
Last modification on : Thursday, July 2, 2020 - 3:21:26 AM

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Alexis Lator, Sylvain Gaillard, Albert Poater, Jean-Luc Renaud. Well-Defined Phosphine-Free Iron-Catalyzed N -Ethylation and N -Methylation of Amines with Ethanol and Methanol. Organic Letters, American Chemical Society, 2018, 20 (19), pp.5985-5990. ⟨10.1021/acs.orglett.8b02080⟩. ⟨hal-02159935⟩

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