Catalytic role of Cu(I) species in Cu2O/CuI supported on MWCNTs in the oxidative amidation of aryl aldehydes with 2-aminopyridines

Hareesh, Hagalahalli N.; Minchitha, K U; Nagaraju, N.; Kathyayini, N

doi:10.1016/s1872-2067(15)60964-0

Cited by 15 publications

(9 citation statements)

References 30 publications

(27 reference statements)

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“…[11] In this context, Whittaker et al employed Ni (COD) 2 , (COD = 1,5-cyclooctadiene) for the dehydrogenative cross-coupling of amines and aldehydes to produce amides. [12] Subsequently, Ni(COD) 2 catalyzed amide formation by the reaction of methyl esters and amines was also reported by Halima et al [13] In a heterogeneous medium, only a few catalysts (CuÀ MOF, [14] Pd nanoparticles on graphene oxide, [15] Cu 2 O-CuI, [16] etc.) were efficiently utilized for the amide bond formation.…”

Section: Introductionmentioning

confidence: 70%

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Amidation of Aldehydes with Amines under Mild Conditions Using Metal‐Organic Framework Derived NiO@Ni Mott‐Schottky Catalyst

et al. 2020

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Here we report a facile method for the synthesis of nickel oxide-nickel (NiO@Ni) Mott-Schottky catalyst employing metalorganic framework (MOF) as the precursor. A direct amidation protocol of aldehydes with amines has been optimized under mild conditions using NiO@Ni Mott-Schottky catalyst and it shows far better catalytic activity than the NiOÀ Ni nanoparticles prepared from simple Ni 2 + salt under similar reaction conditions. The heterogeneous catalyst is robust, recyclable and efficient to provide comparable yield to costly ligand-based homogeneous Ni catalysts. The scope of the reaction protocol has been explored with variably substituted substrates. The reaction initiates by homolytic cleavage of peroxide and proceeds through radical mechanism.

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Section: Introductionmentioning

confidence: 70%

“…Subsequently, Ni(COD) 2 catalyzed amide formation by the reaction of methyl esters and amines was also reported by Halima et al [13] . In a heterogeneous medium, only a few catalysts (Cu−MOF, [14] Pd nanoparticles on graphene oxide, [15] Cu 2 O‐CuI, [16] etc.) were efficiently utilized for the amide bond formation.…”

Section: Introductionmentioning

confidence: 78%

Amidation of Aldehydes with Amines under Mild Conditions Using Metal‐Organic Framework Derived NiO@Ni Mott‐Schottky Catalyst

et al. 2020

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“…Amongst the Cu‐containing MWCNTs based catalytic systems CuI/MWCNT have proven to be effective than Cu 2 O/MWCNT with excellent recyclability (See Figure 10). [52] …”

Section: Copper Catalyzed Synthesis Of Heterocyclic Amidesmentioning

confidence: 99%

Recent Advancement in the Copper Mediated Synthesis of Heterocyclic Amides as Important Pharmaceutical and Agrochemicals

Chandra

2021

ChemistrySelect

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Copper with variable oxidation states, Earth abundance was used as a tunable and multifunctional catalyst promoting organic transformations. Copper‐based catalytic materials have been effectively utilized in bioorganic chemistry, material science, and natural products synthesis. Several organic transformations involving cycloadditions, cyclizations, cross‐couplings, and condensations in one‐pot assist in the formation of multiple bonds like C−C/C−O bonds, C−C/C−N bonds, and C−N/C−S bonds. Copper has recently been explored as efficient catalytic material for the synthesis of heterocyclic amides. Heterocyclic amides are essential organic compounds are quite prevelent in the pharmaceuticals, fine chemicals and natural products. The heterocyclic amides are the key components of multivarious ace drugs and bio‐molecules like peptides and proteins, and several natural products. Therefore, heterocyclic amides are of much significance, and research focusing on the facile methods is of much interest to contemporary synthetic chemists. Different techniques have been developed using copper‐based catalysts for the synthesis of heterocyclic amdes. These heterocyclic amides are prepared by the reaction of C(sp3)−H, C(sp2)−H, C(sp)−H bonds, aldehydes, ketones, carboxylic acid, carboxylic acid‐based surrogates, and amine surrogates. N‐alkyation of amides with multifarious substrates has been the extensively investigated for the synthesis of heterocyclic amides. Finally, multicomponent domino reactions have also been investigated for the synthesis of heterocycic amides. The present review summarises various synthetic techniques for the copper catalyzed heterocyclic amides synthesis.

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“…[4][5][6] Recently, multiwalled carbon nanotubes (MWCNT) and mesoporous carbon (MC) are used as catalyst supports due to their (i) well-dened and tunable structures (ii) high catalytic activities arising from their mesoporosity (iii) ability to avoid mass transfer limitations and (iv) high surface area available for the uniform dispersion of active catalyst. [7][8][9] Selective hydrogenation of C]C bond of a,b-unsaturated aldehydes result corresponding unsaturated alcohols, which nd applications as intermediates in avors, fragrance and pharmaceuticals. [10][11][12] It is a known fact that C]C bond is more susceptible to hydrogenation than the C]O bond.…”

Section: Introductionmentioning

confidence: 99%

Environmentally benign selective hydrogenation of α,β-unsaturated aldehydes and reduction of aromatic nitro compounds using Cu based bimetallic nanoparticles supported on multiwalled carbon nanotubes and mesoporous carbon

Hareesh

Minchitha²,

Venkatesh³

et al. 2016

RSC Adv.

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Catalytic role of Cu(I) species in Cu2O/CuI supported on MWCNTs in the oxidative amidation of aryl aldehydes with 2-aminopyridines

Cited by 15 publications

References 30 publications

Amidation of Aldehydes with Amines under Mild Conditions Using Metal‐Organic Framework Derived NiO@Ni Mott‐Schottky Catalyst

Amidation of Aldehydes with Amines under Mild Conditions Using Metal‐Organic Framework Derived NiO@Ni Mott‐Schottky Catalyst

Recent Advancement in the Copper Mediated Synthesis of Heterocyclic Amides as Important Pharmaceutical and Agrochemicals

Environmentally benign selective hydrogenation of α,β-unsaturated aldehydes and reduction of aromatic nitro compounds using Cu based bimetallic nanoparticles supported on multiwalled carbon nanotubes and mesoporous carbon

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