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

Alexis Lator; Sylvain Gaillard; Albert Poater; Jean-Luc Renaud

doi:10.1021/acs.orglett.8b02080

Journal articles

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

Alexis Lator ¹ Sylvain Gaillard ¹ Albert Poater ² Jean-Luc Renaud ¹

1 LCMT - Laboratoire de chimie moléculaire et thioorganique

2 UdG - Universitat de Girona

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.

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

Chemical Sciences / Catalysis

Chemical Sciences / Material chemistry

Complete list of metadatas

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

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

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

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