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

被引：118
|
作者：
Lator, Alexis [1 ]
Gaillard, Sylvain [1 ]
Poater, Albert [2 ]
Renaud, Jean-Luc [1 ]
机构：
[1] Normandie Univ, LCMT, ENSICAEN, UNICAEN,CNRS, 6 Blvd Marechal Juin, F-14000 Caen, France
[2] Univ Girona, Dept Quim, IQCC, C Ma Aurelia Capmany 69, Girona 17003, Catalonia, Spain
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 19期
关键词：
LIGAND-EXCHANGE REACTION; TRICARBONYL COMPLEXES; REDUCTIVE METHYLATION; AROMATIC-AMINES; CARBON-DIOXIDE; FORMIC-ACID; ALKYLATION; EFFICIENT; NITRILES; ALCOHOLS;
D O I：
10.1021/acs.orglett.8b02080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：5985 / 5990
页数：6
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