Synthesis and characterization of 1,3,5-triarylpyrazol-4-ols and 3,5-diarylisoxazol-4-ols from chalcones and theoretical studies of the stability of pyrazol-4-ol toward acid dehydration

Esquivel, Edna Carolina Cipagauta; Rufino, Virginia C.; Nogueira, Matheus Henrique Trindade; Souza, Ana Carolina Carbonaro; Pliego, Josefredo R.; Valle, Marcelo Siqueira

doi:10.1016/j.molstruc.2019.127536

Cited by 8 publications

(1 citation statement)

References 12 publications

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“…Pyrazines can be obtained through the cyclo-condensation of hydrazines with dicarbonyl compounds (Knorr's method) 26 and by cycloaddition between alkenes or alkynes and dipolar compounds. 27,28 As a nucleophilic reagent, hydrazine hydrate and phenyl hydrazine derivatives were used to perform nucleophilic reaction on epoxychalcone 5. Reacting a,b-epoxyketone 5 with hydrazine hydrate 6 or phenyl hydrazine 8a in boiling ethanol led to the formation of 4,5-dihydro-1H-pyrazol-4-ol derivatives 7 and 9, respectively.…”

Section: Chemistry Sectionmentioning

confidence: 99%

Novel pyrazole and imidazolone compounds: synthesis, X-ray crystal structure with theoretical investigation of new pyrazole and imidazolone compounds anticipated insecticide’s activities against targeting Plodia interpunctella and nilaparvata lugens

Shalaby,

BinSabt,

Rizk

et al. 2024

RSC Adv.

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Section: Chemistry Sectionmentioning

confidence: 99%

Novel pyrazole and imidazolone compounds: synthesis, X-ray crystal structure with theoretical investigation of new pyrazole and imidazolone compounds anticipated insecticide’s activities against targeting Plodia interpunctella and nilaparvata lugens

Shalaby,

BinSabt,

Rizk

et al. 2024

RSC Adv.

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Photochemical Michael Addition of Indoles to α,β‐Unsaturated Ketones utilizing Arylazo Sulfones as the Photoacid Generators

Galathri,

Di Terlizzi,

Fagnoni

et al. 2024

ChemCatChem

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The Michael‐type addition of indoles represents one of the most important C‐C bonds forming reactions at their C‐3 position. Herein, we present a mild, versatile and sustainable protocol for the efficient preparation of β‐indolylketones via a Michael addition between indoles and chalcones or α,β‐unsaturated ketones in the presence of substituted arylazo sulfones as photoacid generators (PAGs).

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Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

Anita,

Chouhan,

Ameta

et al. 2024

ChemistrySelect

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Pyrazolines are nitrogen–containing heterocyclic compounds that find widespread use as herbicides and are active pharmaceuticals in the agrochemical and pharmaceutical industries. Pyrazolines possess a five–membered ring with two nitrogen atoms and one endocyclic double bond. They are synthesized by conventional methods. However, Claisen–Schmidt condensation, a reaction of α, β‐unsaturated carbonyl (chalcones) compounds with hydrazine in the presence of acetic acid under refluxing conditions, is a popular conventional method. They have antibacterial, anti‐inflammatory, antifungal, antipyretic, anticancer, antidepressant, and analgesic properties. The present study summarizes the chemistry of various chalcone–based pyrazolines and their pharmacological activities with the available data till 2023.

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Synthesis and characterization of 1,3,5-triarylpyrazol-4-ols and 3,5-diarylisoxazol-4-ols from chalcones and theoretical studies of the stability of pyrazol-4-ol toward acid dehydration

Cited by 8 publications

References 12 publications

Novel pyrazole and imidazolone compounds: synthesis, X-ray crystal structure with theoretical investigation of new pyrazole and imidazolone compounds anticipated insecticide’s activities against targeting Plodia interpunctella and nilaparvata lugens

Novel pyrazole and imidazolone compounds: synthesis, X-ray crystal structure with theoretical investigation of new pyrazole and imidazolone compounds anticipated insecticide’s activities against targeting Plodia interpunctella and nilaparvata lugens

Photochemical Michael Addition of Indoles to α,β‐Unsaturated Ketones utilizing Arylazo Sulfones as the Photoacid Generators

Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

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