99968-74-8Relevant articles and documents
Copper(II) acetate-catalysed conversion of aldoximes to amides under mild conditions
Ma, Xiaoyun,Lu, Ming
, p. 594 - 596 (2016/10/21)
A mild method for the metal-catalysed conversion of aldoximes to amides has been achieved by the combined use of copper(II) acetate and MeCN in EtOH under reflux. The presence of a catalytic amount of MeCN (0.05 equiv.) accelerated the reaction and improved the yield. Aryl, heteroaryl and alkyl aldoximes were transformed into the corresponding amides in moderate to good yield. 2-Furyl and 2-Thiophenyl aldoximes, which possess a heteroatom lone pair positioned ortho to the oximido group, showed enhanced reactivity, and the corresponding amides were obtained in excellent yield.
Chlorophosphines as auxiliary ligands in ruthenium-catalyzed nitrile hydration reactions: Application to the preparation of β-ketoamides
González-Fernández, Rebeca,González-Liste, Pedro J.,Borge, Javier,Crochet, Pascale,Cadierno, Victorio
, p. 4398 - 4409 (2016/07/06)
The catalytic hydration of nitriles into amides, in water under neutral conditions, has been studied using a series of arene-ruthenium(ii) complexes containing commercially available chlorophosphines as auxiliary ligands, i.e. compounds [RuCl2(η6-p-cymene)(PR2Cl)] (R = aryl, heteroaryl or alkyl group). In the reaction medium, the coordinated chlorophosphines readily undergo hydrolysis to generate the corresponding phosphinous acids PR2OH, which are well-known "cooperative" ligands for this catalytic transformation. Among the complexes employed, best results were obtained with [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}]. Performing the catalytic reactions at 40 °C with 2 mol% of this complex, a large variety of organonitriles could be selectively converted into the corresponding primary amides in high yields and relatively short times. The application of [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] in the preparation of synthetically useful β-ketoamides is also presented.
Transition metal-free synthesis of primary amides from aldehydes and hydroxylamine hydrochloride
Wang, Wei,Zhao, Xue-Mei,Wang, Jing-Li,Geng, Xin,Gong, Jun-Fang,Hao, Xin-Qi,Song, Mao-Ping
supporting information, p. 3192 - 3194 (2014/05/20)
Primary aromatic amides can be synthesized from aldehydes and hydroxylamine hydrochloride in the presence of Cs2CO3. Various aromatic aldehydes (include some heteroaromatic aldehydes) are able to generate the corresponding aromatic amides in moderate to excellent yields.