Condensationsprodukte aus Aldehydammoniak und ketonartigen Verbindungen

Hantzsch, A.

doi:10.1002/cber.18810140214

Cited by 419 publications

(216 citation statements)

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“…[98] Since they involve the convergent combination of three or more starting materials, at least two new bonds must be formed, which places them in the realm of cycloaddition reactions in terms of their synthetic power. The first MCRs, such as the Strecker, [99] Hantzsch, [100] and Biginelli [101] reactions, were reported in the 19th century and are still widely used. Sir Robert Robinson's synthesis of tropinone, the forerunner of multicomponent transformations in natural product synthesis, has already been highlighted (Scheme 1a).…”

Section: Multi-component Reactions (Mcrs)mentioning

confidence: 99%

Multi-Bond Forming Processes in Efficient Synthesis

Green¹,

Sherburn²

2013

Aust. J. Chem.

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An increasing number of synthetic organic chemists are embracing the philosophy of efficiency. Herein we highlight multi-bond forming processes, which form two or more new covalent bonds in a single synthetic operation. Such processes, which have the ability to rapidly increase structural complexity, are preeminent in contemporary synthetic organic chemistry. In this short review we classify, analyse, and contrast contemporary multi-bond forming processes, frame these cutting edge contributions within a historical context, and speculate on likely future developments in the area.

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Section: Multi-component Reactions (Mcrs)mentioning

confidence: 99%

Multi-Bond Forming Processes in Efficient Synthesis

Green¹,

Sherburn²

2013

Aust. J. Chem.

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“…The Hantzsch dihydropyridine synthesis [49] is a four-component reaction with the participation of an aldehyde, two equivalents of a β-ketoester and a "nitrogen donor", such as ammonium acetate, or ammonia. Subsequent oxidation (or dehydrogenation) may lead to pyridine-3,5-dicarboxylates, which may undergo decarboxylation to yield the corresponding pyridines.…”

Section: Hantzsch Reactionsmentioning

confidence: 99%

“…Then, the product (48) was acylated, and the PEG support was cleaved from the molecule by KCN in methanol. The desired thiophene derivatives (49) …”

Section: Gewald Reactionsmentioning

confidence: 99%

Microwave-Assisted Syntheses in Organic Chemistry

Kiss

Bálint²,

Keglevich

2016

SpringerBriefs in Molecular Science

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The second part focuses on the summary of typical organic chemical reactions selected, such as coupling reactions (C-C bond formation reactions, carbon-heteroatom bond formations), condensations (aldol-type-, Claisen-, Knoevenagel reaction), multicomponent reactions (Mannich-, Biginelli-, Hantzsch-, Bucherer-Bergs-, Strecker-, Gewald-, Kabachnik-Fields-, Kindler-, Passerini-, Ugi-and domino reactions), cycloadditions (including Diels-Alder reactions). The authors tried to compile fashionable reactions that have been reviewed less in the past years.

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“…The Hantzsch pyridine synthesis or Hantzsch dihydropyridine synthesis (scheme 1) is a multi-component organic reaction between an aldehyde such as formaldehyde, 2 equivalents of a β-keto ester such as ethyl acetoacetate and a nitrogen donor such as ammonium acetate or ammonia [2]. The initial reaction product is a dihydropyridine which can be oxidized in a subsequent step to a pyridine.…”

Section: Introductionmentioning

confidence: 99%

Synthetic Novel 1, 4- Dihydropyridine Derivatives Act as Potential Hepatoprotective Agent against CCl4 Induced Rat Hepatocytes

Bhaumik¹,

Reddy²,

Pasha³

et al. 2015

JPP

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Abstract:The objective of the present work was the synthesis of 1-[5-acetyl-4 (4-substituted phenyl)-2, 6-dimethyl-1,4-dihydroxypyridine-3-yl]-ethan-1-one and evaluation of in vivo hepatoprotective activity. Based on this a new series of compound had been planned to synthesize by reacting acetyl acetone with various aromatic aldehydes in the presence of ammonium acetate. The synthesized compounds were characterized by IR, NMR, and Mass spectroscopy. The in-vivo Hepatoprotective activity was carried out by using albino rats. The results displayed that the elevated levels of SGOT, SGPT, ALP and Serum bilirubin were mainly due to CCl 4 intoxication, reduced significantly (*P < 0.05) in rats, after treatment with synthesized compounds. Treatment with a synthesized compound at a dose of 250 mg/kg b.w. decreased the SGOT, SGPT, ALP, Serum bilirubin levels by 6.23% ns (non significantly), 28.96%, 8.81%, and 11.11% ns (non significantly) respectively, while a higher dose of 500 mg/kg b. wt. was more effective, causing a reduction of 25.02%, 47.65%, 24.09% and 27.35%. Silymarin was used as standard drug showed a reduction of 55.09%, 68.98%, 57.46% and 35.04% receiving CCl 4 alone. So depending upon the experimental data it was confirmed that the biochemical parameters of the group treated with compounds were significantly lower than the CCl 4 treated group. Moreover the treatment with the synthesized compounds significantly reduced the previously raised levels of AST, ALT, ALP and bilirubin in hepatotoxic rats. Histopathological investigation displayed that at both doses (250 mg/kg b.w. and 500 mg/kg b.w.) the synthesized compounds were possessed moderate to good hepatoprotective activity, but at 500 mg/kg b.w. executed excellent hepatoprotective activity against CCl4 induced damaged hepatocytes.

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Condensationsprodukte aus Aldehydammoniak und ketonartigen Verbindungen

Cited by 419 publications

References 0 publications

Multi-Bond Forming Processes in Efficient Synthesis

Multi-Bond Forming Processes in Efficient Synthesis

Microwave-Assisted Syntheses in Organic Chemistry

Synthetic Novel 1, 4- Dihydropyridine Derivatives Act as Potential Hepatoprotective Agent against CCl4 Induced Rat Hepatocytes

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