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*

*Universitat de Girona, c/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain; Normandie Université, 6 boulevard du Maréchal Juin, 14000 Caen, France, Email: albert.poaterudg.edu, jean-luc.renaudensicaen.fr

A. Lator, S. Gaillard, A. Poater, J.-L. Renau, Org. Lett., 2018, 20, 5985-5990.

DOI: 10.1021/acs.orglett.8b02080

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Abstract

An iron(0) complex bearing a cyclopentadienone ligand catalyzes mild N-ethylation and N-methylation of aryl and aliphatic amines with ethanol or methanol in basic conditions through a hydrogen autotransfer borrowing process. A broad range of aromatic and aliphatic amines underwent mono- or dialkylation in high yields.

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Room-Temperature Chemoselective Reductive Alkylation of Amines Catalyzed by a Well-Defined Iron(II) Complex Using Hydrogen

A. Lator, Q. G. Gaillard, D. S. Mérel, J.-F. Lohier, S. Gaillard, A. Poater, J.-L. Renau, J. Org. Chem., 2019, 84, 6813-6829.

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Key Words

arylamines

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ID: J54-Y2018