Iron-catalysed, general and operationally simple formal hydrogenation using Fe(OTf)3 and NaBH4

被引：56

作者：

MacNair, Alistair J. ^{[1
]}

Ming-Ming Tran ^{[1
]}

Nelson, Jennifer E. ^{[1
]}

Sloan, G. Usherwood ^{[1
]}

Ironmonger, Alan ^{[2
]}

Thomas, Stephen P. ^{[1
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] GlaxoSmithKline, Res & Dev, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 28期

基金：

英国惠康基金;

关键词：

LITHIUM ALUMINUM-HYDRIDE; AROMATIC NITRO-COMPOUNDS; SODIUM-BOROHYDRIDE; CHEMOSELECTIVE REDUCTION; SELECTIVE REDUCTION; UNACTIVATED ALKENES; RADICAL-ANION; NITROARENES; NITROBENZENE; ALKYNES;

D O I：

10.1039/c4ob00945b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An operationally simple and environmentally benign formal hydrogenation protocol has been developed using highly abundant iron (III) salts and an inexpensive, bench stable, stoichiometric reductant, NaBH4, in ethanol, under ambient conditions. This reaction has been applied to the reduction of terminal alkenes (22 examples, up to 95% yield) and nitro-groups (26 examples, up to 95% yield). Deuterium labelling studies indicate that this reaction proceeds via an ionic rather than radical mechanism.

引用

页码：5082 / 5088

页数：7

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