Poly (N-2-aminoethylacrylamide) grafted polystyrene–Cu (II) complex catalyzed conversion of aldehydes into primary amides in water

Kurhe, Deepak K.; Jayaram, Radha V.

doi:10.1016/j.catcom.2014.07.036

Cited by 10 publications

(3 citation statements)

References 24 publications

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“…A polyacrylamide grafted polystyrene resin decorated with Cu(II)-complexes, 57 magnetite nanoparticles coated with ruthenium hydroxide via SePh layers, 58 and zinc oxide 59 have also been used to promote the synthesis of primary amides from aldehydes. In addition, CuO and CuO/ZnO supported on activated carbon also provided competent reusable (up to 4 times) heterogeneous catalysts for the rearrangement of aldoximes in toluene at 100 1C.…”

Section: Heterogeneous Metal Catalystsmentioning

confidence: 99%

Catalytic synthesis of amides via aldoximes rearrangement

Crochet

Cadierno

2015

Chem. Commun.

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Amide bond formation reactions are among the most important transformations in organic chemistry because of the widespread occurrence of amides in pharmaceuticals, natural products and biologically active compounds. The Beckmann rearrangement is a well-known method to generate secondary amides from ketoximes. However, under the acidic conditions commonly employed, aldoximes RHC=NOH rarely rearrange into the corresponding primary amides RC(=O)NH2. In recent years, it was demonstrated that this atom-economical transformation can be carried out efficiently and selectively with the help of metal catalysts. Several homogeneous and heterogenous systems have been described. In addition, protocols offering the option to generate the aldoximes in situ from the corresponding aldehydes and hydroxylamine, or even from alcohols, have also been developed, as well as a series of tandem processes allowing the access to N-substituted amide products. In this Feature article a comprehensive overview of the advances achieved in this particular research area is presented.

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Section: Heterogeneous Metal Catalystsmentioning

confidence: 99%

Catalytic synthesis of amides via aldoximes rearrangement

Crochet

Cadierno

2015

Chem. Commun.

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“…These compounds with hydrophilic properties were investigated in a polymer containing immunodiastates [7]. Polymer-copper (II) complex was studied as a catalyzed conversion of aldehydes to primary amides [8]. These polymers have been applied with various metals such as poly (maleic acid) poly metal complexes with transition metals just as Cu (II), Co (II), Ni (II), and Zn (II) [9].…”

Section: Introductionmentioning

confidence: 99%

"Synthesis of a Coordination Polymer of Cu (II), FT- IR Spectrum, Single- Crystal X-Ray Crystallography, HOMO – LUMO Analysis, MEP and Biological Investigation In Vitro and Molecular Docking"

Mehdipour

2022

BJSTR

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Experimental and theoretical research on [Cu (dipic) (H2O2)¬]n (1) has been studied. This polymer for the first time has been synthesized under the mild condition from the reaction of Pyridine-2, 6-dicarboxylic acid (dipic), and Cu (NO3)2⋅3H2O solution under ultrasonic irradiation. (1) was confirmed using the FT-IR spectrum and moreover, the structure of this polymer was certified by single-crystal X-ray diffraction. Analysis of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO), Molecular Electrostatic Potential (MEP) of the monomer of this polymer have been considered using the DFT method. A molecular docking investigation for the prediction of the ligand-receptor interactions has also been reported. This complex was active against Escherichia coli.

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“…Catalysts reported recently include those containing Rh, 5 Ru, 6 Ag/Au 7 and Cu. [8][9][10][11][12][13] We planned to use a copper catalyst in our work and we noted that some Cu-catalysed reactions usually proceeded at a relatively high temperature 8,13 or the reaction time was relatively long. [9][10][11] In this paper, we report the development of a mild and relatively rapid method for the conversion of aldoximes to amides by the combined use of copper(II) acetate and acetonitrile in ethanol.…”

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confidence: 99%

Copper(II) Acetate-Catalysed Conversion of Aldoximes to Amides under Mild Conditions

2016

Journal of Chemical Research

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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.

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Poly (N-2-aminoethylacrylamide) grafted polystyrene–Cu (II) complex catalyzed conversion of aldehydes into primary amides in water

Cited by 10 publications

References 24 publications

Catalytic synthesis of amides via aldoximes rearrangement

Catalytic synthesis of amides via aldoximes rearrangement

"Synthesis of a Coordination Polymer of Cu (II), FT- IR Spectrum, Single- Crystal X-Ray Crystallography, HOMO – LUMO Analysis, MEP and Biological Investigation In Vitro and Molecular Docking"

Copper(II) Acetate-Catalysed Conversion of Aldoximes to Amides under Mild Conditions

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