Ruthenium-catalyzed one-pot synthesis of primary amides from aldehydes in water

被引：31

作者：

Garcia-Alvarez, Rocio ^{[1
]}

Diaz-Alvarez, Alba E. ^{[1
]}

Crochet, Pascale ^{[1
]}

Cadierno, Victorio ^{[1
]}

机构：

[1] Univ Oviedo, Lab Compuestos Organomet & Catalisis, Inst Univ Quim Organomet Enrique Moles, Dept Quim Organ & Inorgan,CSIC,Unidad Asociada, E-33006 Oviedo, Spain

来源：

RSC ADVANCES | 2013年 / 3卷 / 17期

关键词：

PURE AQUEOUS-MEDIUM; SELECTIVE HYDRATION; ARENE-RUTHENIUM(II) COMPLEXES; HYDROXIDE CATALYST; NEUTRAL CONDITIONS; LIGANDS SYNTHESIS; CONVERSION; EFFICIENT; CHEMISTRY; NITRILES;

D O I：

10.1039/c3ra23195j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The readily available arene-ruthenium(II) complex [RuCl2(eta(6)-C6Me6){P(NMe2)(3)}] (5 mol%) proved to be an efficient catalyst for the direct synthesis of primary amides from aldehydes and hydroxylamine hydrochloride (NH2OH.HCl) in water at 100 degrees C. The process, which requires the presence of NaHCO3 to catch the HCl released during the formation of the key aldoxime intermediates, was operative with both aromatic, heteroaromatic, alpha,beta-unsaturated and aliphatic aldehydes, and tolerated several functional groups. A greener approach using commercially available NH2OH solution (50 wt.% in water) is also presented.

引用

页码：5889 / 5894

页数：6

共 75 条

[1] PHOTOCHEMISTRY OF FERROCENYL KETONES AND ACIDS IN DIMETHYL SULFOXIDE AND RELATED SOLVENTS [J].