Base-Promoted Cascade Approach for the Preparation of Reduced Knoevenagel Adducts Using Hantzsch Esters as Reducing Agent in Water

He, Tao; Shi, Ronghua; Gong, Yimou; Jiang, Guangyou; Liu, Ming; Qian, Shan; Wang, Zhouyu

doi:10.1055/s-0035-1562099

Cited by 31 publications

(1 citation statement)

References 40 publications

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“…Recently anomeric based oxidation has been introduced for the latter step at the synthesis of susceptible molecules 62,63 . Since that reduction of substrates by NADH and NADPH 2 have proceeded via a hydride transfer [64][65][66] . The key feature of the reduction mechanism is hydride transfer from carbon via an anomeric based oxidation mechanism.…”

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confidence: 99%

Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation

Kalhor

Zarei

Zolfigol

et al. 2021

Sci Rep

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In this paper, the MIL-53(Al)-NH2 metal–organic frameworks (MOFs) was prepared based on the anodic electrosynthesis under green conditions. The anodic electrosynthesis as an environmentally friendly procedure was performed in the aqueous solution, room temperature, atmospheric pressure, and in the short reaction time (30 min). Also, the employed procedure was accomplished without the need for the ex-situ salt and base/probase additives as cation source and ligand activating agent at the constant current mode (10.0 mA cm−2). The electrosynthesized MOFs was functionalized with phosphorus acid tags as a novel mesoporous catalyst. This mesoporous catalyst was successfully employed for synthesis of new series (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines by one-pot condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine, 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile and various aromatic aldehydes (mono, bis and tripodal). This catalyst proceeded the organic synthetic reaction via a cooperative vinylogous anomeric based oxidation mechanism with a marginal decreasing its catalytic activity after recycling and reusability.

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confidence: 99%

Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation

Kalhor

Zarei

Zolfigol

et al. 2021

Sci Rep

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Chemistry In and On Water

Scherrmann¹

2020

Biphasic Chemistry and the Solvent Case

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An efficient catalytic method for the synthesis of pyrido[2,3‐d]pyrimidines as biologically drug candidates by using novel magnetic nanoparticles as a reusable catalyst

Moradi

Zolfigol

Zarei

et al. 2017

Applied Organom Chemis

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A convenient method for the synthesis of pyrido[2,3‐d]pyrimidines by using the novel nano‐magnetic silica‐bonded S‐sulfonic acid[Fe3O4@SiO2@(CH2)3S–SO3H] as an efficient and recyclable catalyst under neat conditions is described. The major advantages of the present methodology are high yield, short reaction time, and reusability of the catalyst. Furthermore, the nano‐magnetic silica‐bonded S‐sulfonic acid was fully characterized by using various techniques such as FT‐IR, TG/DTG, DTA, EDX, μXRF, XRD, HRTEM, SEM, SEM elemental mapping, XPS, and N2 physisorption. The results obtained from this research support the idea of rational design, synthesis, and applications of task‐specific and reusable catalysts for the preparation of various polynitrogenated heterocyclic compounds containing 1,4‐dihydropyridine moieties.

show abstract

Base-Promoted Cascade Approach for the Preparation of Reduced Knoevenagel Adducts Using Hantzsch Esters as Reducing Agent in Water

Cited by 31 publications

References 40 publications

Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation

Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation

Chemistry In and On Water

An efficient catalytic method for the synthesis of pyrido[2,3‐d]pyrimidines as biologically drug candidates by using novel magnetic nanoparticles as a reusable catalyst

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