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

Renaud, Jean-Luc

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

Version 2 2018-09-20, 18:18

Version 1 2018-09-20, 18:10

Posted on 2018-09-20 - 18:18

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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Lator, Alexis; Gaillard, Sylvain; Poater, Albert; Renaud, Jean-Luc (2018). Well-Defined Phosphine-Free Iron-Catalyzed N‑Ethylation and N‑Methylation of Amines with Ethanol and Methanol. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b02080

https://doi.org/10.1021/acs.orglett.8b02080

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