Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources

被引：21

作者：

Petricci, Elena ^{[1
]}

Santillo, Niccolo ^{[1
]}

Castagnolo, Daniele ^{[2
]}

Cini, Elena ^{[1
]}

Taddei, Maurizio ^{[1
]}

机构：

[1] Univ Siena, Dipartimento Biotecnol Chim & Farm, Via A Moro 2, I-53100 Siena, Italy

[2] Kings Coll London, Sch Canc & Pharmaceut Sci, 150 Stamford St, London SE19NH, England

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 13期

关键词：

Amines; iron catalysis; microwave; reduction; hydrides; ASYMMETRIC TRANSFER HYDROGENATION; CHIRAL BRONSTED ACID; C BOND FORMATION; ORGANIC-SYNTHESIS; SUBSTITUTED CYCLOHEXYLAMINES; COMPLEXES SYNTHESIS; EFFICIENT SYNTHESIS; SECONDARY-AMINES; TRANSITION-METAL; CARBON-MONOXIDE;

D O I：

10.1002/adsc.201701619

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Reductive amination can be carried in i-PrOH/H2O as hydrogen sources using commercially available iron carbonyl complexes. Within an aqueous alkaline environment, a hydridocarboferrate is formed and its reducing potential is exploited for hydrogenation of the imine (or iminium ion) obtained insitu from aldehydes or ketones, and primary or secondary amines in almost equimolar ratio. This completely sustainable and hydrogen-free process proceeds at 100 degrees C using Fe-3(CO)(12) as catalyst precursor under convectional heating while Fe-2(CO)(9) gave better results when the reaction was carried out under MW dielectric heating. Both enolizable and non-enolizable aldehydes may be successfully employed in reactions with aliphatic and aromatic amines.

引用

页码：2560 / 2565

页数：6