ZnO as a New Catalyst for <i>N</i>-Formylation of Amines under Solvent-Free Conditions

Hosseini‐Sarvari, Mona; Sharghi, Hashem

doi:10.1021/jo060847z

Cited by 272 publications

(103 citation statements)

References 30 publications

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“…116 It was demonstrated that the N-formylation of both aromatic and aliphatic amines could be performed at 70°C under solvent-free conditions using ZnO as catalyst. The formamide products were obtained in good to excellent yields in 10 reaction times of 10-720 minutes (Figure 11).…”

Section: Secondary and Tertiary Amidesmentioning

confidence: 99%

“…121 It was found that the previously developed 25 ZnO-catalysed N-formylation protocol failed in the case of β-lactam substrates. 116 However, the nano-sulfated TiO 2 (0.015 mol%) displayed a high catalytic activity using equimolar amounts of the β-lactams and formic acid (Scheme 32). The authors suggested that the difference in activity could be explained in terms of larger catalyst surface area and the amount of sulfuric acid suspended on the titania.…”

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confidence: 99%

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Catalytic amide formation from non-activated carboxylic acids and amines

et al. 2014

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The amide functionality is found in a wide variety of biological and synthetic structures such as proteins, polymers, pesticides and pharmaceuticals. Due to the fact that synthetic amides are still mainly produced by the aid of coupling reagents with poor atom-economy, the direct catalytic formation of amides from carboxylic acids and amines has become a field of emerging importance. A general, efficient and selective catalytic method for this transformation would meet well with the increasing criterias for green 10 chemistry. This review covers catalytic and synthetically relevant methods for direct condensation of carboxylic acids and amines. A comprehensive overview of homogeneous and heterogeneous catalytic methods is presented, covering biocatalysis, Lewis acid catalysts based on boron and metals as well an assortment of other types of catalysts.

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Section: Secondary and Tertiary Amidesmentioning

confidence: 99%

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confidence: 99%

Catalytic amide formation from non-activated carboxylic acids and amines

et al. 2014

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“…Formamides 9a-d were obtained from the corresponding amines 8a-d by formylation using formic acid and ZnO, respectively. 23 The title compounds 1a-d were obtained by hydrolysis of formyl group using 3 M NaOH.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antiproliferative Activity of Pyridinylcarbonylpyrimidines Against Melanoma Cell Line

Ahn

Lee

Kim

et al. 2011

Bulletin of the Korean Chemical Society

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The synthesis of the series of pyrimidinylamines 1a-d and pyrimidinylureas 1e-u bearing a novel pyridinylcarbonylpyrimidine scaffold and their antiproliferative activities against A375 human melanoma cell line were described. Among them, three compounds 1e, 1h, and 1o showed superior antiproliferative activities to Sorafenib (IC 50 = 5.5 µM) as a reference compound. In our series, urea compound 1o having 4-chloro-3-trifluoromethyl moiety on the benzene nucleus exhibited very good antiproliferative activity with IC 50 value of 1.4 µM.

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“…The physical data (mp, IR, NMR) of known compounds were found to be identical with those reported in the literature. [11][12][13][14] Spectra data for selected products: 2b. 1 …”

Section: Methodsmentioning

confidence: 99%

“…13 Recently polyethylene glycol has been reported as a medium for formylation of aniline derivatives with formic acid. 14 However, many of these methods suffer from different drawbacks such as long reaction times, high temperature, the application of expensive and toxic formylating agents and catalysts.…”

Section: Introductionmentioning

confidence: 99%

Guanidine derived ionic liquids: catalyst free medium for N-formylation of amines

Âkbari¹,

Hekmati²,

Sheykhan³

et al. 2009

Arkivoc

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A remarkable improvement of both the chemical yield and the reaction condition, of Nformylation of amines with formic acid was found, when tetra-substituted guanidinium salts were added as ionic liquids. Effects of amount and the type of guanidinium salts on the outcome of the reaction were investigated. This procedure works well for sterically hindered primary amine as well as electron-deficient primary arylamines, primary and secondary amino alcohols, α-amino acid esters, hydroxylamines and N,N-dimethylhydrazine. The recovered ionic liquid can be recycled for four runs without loss of activity

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ZnO as a New Catalyst for N-Formylation of Amines under Solvent-Free Conditions

Cited by 272 publications

References 30 publications

Catalytic amide formation from non-activated carboxylic acids and amines

Catalytic amide formation from non-activated carboxylic acids and amines

Synthesis and Antiproliferative Activity of Pyridinylcarbonylpyrimidines Against Melanoma Cell Line

Guanidine derived ionic liquids: catalyst free medium for N-formylation of amines

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