A New Process for the Synthesis of Aurones by Using Mercury (II) Acetate in Pyridine and Cupric Bromide in Dimethyl Sulfoxide.

Agrawal, Nitin N.; Soni, P. A.

doi:10.1002/chin.200639120

Cited by 14 publications

(18 citation statements)

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“…Sekizaki described a preparation of aurones from chalcones by treatment with mercury (II) acetate in acetic acid, but flavanones were a by‐product in these reactions . We employed mercury (II) acetate in pyridine, obtaining only aurones 4a – h in good yields . In all cases, a single geometric isomer ( Z ) was obtained as confirmed by analysis of the 1 H and 13 C NMR spectra, which were in agreement with previously reported data.…”

Section: Resultssupporting

confidence: 88%

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

et al. 2014

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A series of chalcones and aurones were synthesized and evaluated in vitro as monoamine oxidase inhibitors (MAOi). Our results show that aurones, which had not been previously reported as MAOi, are MAO-B inhibitors. Thus, both families inhibited selectively the B isoform of MAO in the micromolar range, offering novel scaffolds for the design of new and potent MAO inhibitors. The main structural requirements for their activity were characterized with the aid of 3D-QSAR and docking studies.

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Section: Resultssupporting

confidence: 88%

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

et al. 2014

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“…In addition, other synthetic procedures were adopted for the preparation of aurones 55 through cyclization of 56 using mercuric acetate in pyridine [152] [153], mercuric acetate in polyethylene glycol (PEG-400) [154], mercuric acetate in dimethyl sulfoxide (DMSO) [155], and cupric bromide in DMSO [152] (Scheme 25).…”

Section: N S El-goharymentioning

confidence: 99%

Arylidene Derivatives as Synthons in Heterocyclic Synthesis

El‐Gohary¹

2014

OALib

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This review describes the synthetic procedures for the preparation of arylideneacetophenones, arylidenecycloalkanones, 2-arylidene-1-indanones, 2-arylidene-1-tetralones, 2-arylidene-1-benzosuberones, aurones, 1-thioaurones, 3-arylidene-4-chromanones, 3-arylidene-1-thio-4-chromanones, 3-arylideneflavanones, 3-arylidene-1-thioflavanones, arylideneanilines, arylidenemalononitriles, diethyl arylidenemalonates, ethyl arylidenecyanoacetates, arylidenecyanoacetamides, 5arylidene derivatives of barbituric and thiobarbituric acids, arylidene derivatives of Meldrum's acid and arylidene derivatives of dimedone. Also, it demonstrates the reactivity of these arylidene derivatives in heterocyclic synthesis with emphasis on the most recent findings. Some of these are the α,β-enones, víz. aurones and 3-arylidene-4-chromanones belong to the natural products. The others are synthetic substances which are convenient and important intermediates for the synthesis of a variety of useful and novel heterocyclic systems.

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“…Oxidative cyclization of 2'-hydroxychalcones also results aurones as one of the product. Recently aurones have been synthesized from 2'-hydroxychalcones using DMSO-CuBr 2 or pyridine-Hg (OAc) 2 [29]. To avoid the use of high boiling volatile organic solvents, more recently polyethylene glycol (PEG) and mercuric (II) acetate [30] were used in environmentally benign protocols for the synthesis of aurones (benzofuran-3-ones).…”

Section: Chemistrymentioning

confidence: 99%

“…Finally the identity of synthesized aurones was established by m.p. with samples prepared by reported methods [29] and superimposable IR spectra. All newly synthesized compounds were also evaluated for their in-vitro trypanocidal evaluation.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and Trypanocidal Evaluation of Some Novel 2-(Substituted Benzylidene)-5, 7-Dibromo-6-Hydroxy-1-Benzofuran-3(2<i>H</i>)-Ones

Ameta¹,

Rathore²,

Kumar³

et al. 2012

IJOC

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Substituted 2-benzylidene-1-benzofuran-3-ones are commonly known as aurones. This class of bioactive heterocycles belongs to flavonoid family. The article intends to put forth the rational design and synthesis of a new series of aurones using 3’,5’-dibromo-2’,4’-dihydroxychalcones and copper bromide in presence of DMF-water mixture (8:2, v/v) for the first time. Preliminary bioassay shows that most of compounds have good trypanocidal activity against <i>Trypanosoma</i> cruzi at 10 μg/mL. Few compounds are equally potent to the standard drugs Benznidazole and Nifurtimox. The structures of the newly synthesized products 2a-n were established by elemental analysis, FTIR, 1H NMR, 13C NMR and mass spectroscopic studies

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A New Process for the Synthesis of Aurones by Using Mercury (II) Acetate in Pyridine and Cupric Bromide in Dimethyl Sulfoxide.

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 14 publications

References 0 publications

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

Arylidene Derivatives as Synthons in Heterocyclic Synthesis

Synthesis and Trypanocidal Evaluation of Some Novel 2-(Substituted Benzylidene)-5, 7-Dibromo-6-Hydroxy-1-Benzofuran-3(2<i>H</i>)-Ones

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A New Process for the Synthesis of Aurones by Using Mercury (II) Acetate in Pyridine and Cupric Bromide in Dimethyl Sulfoxide.

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 14 publications

References 0 publications

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO‐B Inhibitors

Arylidene Derivatives as Synthons in Heterocyclic Synthesis

Synthesis and Trypanocidal Evaluation of Some Novel 2-(Substituted Benzylidene)-5, 7-Dibromo-6-Hydroxy-1-Benzofuran-3(2&lt;i&gt;H&lt;/i&gt;)-Ones

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Synthesis and Trypanocidal Evaluation of Some Novel 2-(Substituted Benzylidene)-5, 7-Dibromo-6-Hydroxy-1-Benzofuran-3(2<i>H</i>)-Ones