Synthesis of new curcumin analogues from Claisen-Schmidt condensation

Ziani, Nouara; Sid, Assia; Demonceau, Albert; Willem, Quentin; Dassonneville, Benjamin; Lamara, Kaddour

doi:10.5155/eurjchem.4.2.146-148.756

Cited by 7 publications

(7 citation statements)

References 18 publications

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“…The α,β-unsaturated cyclohexanone derivatives, 2a-c, (Scheme 1) were obtained by condensation of cyclohexanone with substituted benzaldehydes, 1a-c, with excellent yields due to the stability of α,β-unsaturated cyclohexanone derivatives [41]. Compounds 2a [42] and 2b [37] were identified by comparing their 1 H and 13 C NMR spectral data with those reported in the cited references.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of pyrazoline derivatives from the 1,3-dipolar cycloadditions using α,β-unsaturated cyclohexanone derivatives

et al. 2013

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Section: Resultsmentioning

confidence: 99%

Synthesis of pyrazoline derivatives from the 1,3-dipolar cycloadditions using α,β-unsaturated cyclohexanone derivatives

et al. 2013

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“…PDBA (0.2 g, 5.49 mmol) and hydrazine hydrate (0.18 mL, 0.3 mmol) in 5 mL glacial acetic acid [ 38 ] (Scheme 1) were taken in 25 mL round‐bottom flask and heated to 115 °C for 24 h. The content was cooled and poured into crushed ice, the resulting precipitate was filtered, and then reprecipitated with MeOH. The polymer was characterized by 1 H NMR (see Figure S6, Supporting Information).…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of Solution Processable Poly(pyrazolines)

Jayalakshmi

Keerthika

Santhanagopal

2020

Macro Chemistry & Physics

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Solution‐processable poly(dibenzalacetone) and poly(dibenzalcyclohexanone) are prepared by the condensation of 1,4‐dialkoxy‐bisbenzaldehyde and acetone/cyclohexanone using classic Claisen–Schmidt condensation. The prepared polymers are readily soluble in common organic solvents due to the presence of alkoxy chains present on the aromatic ring. The availability of α,β‐unsaturated ketone on the backbone is readily functionalized with hydrazine hydrate to obtain poly(pyrazoline acetate), a nonconjugated polymer on the backbone, which shows enhanced emission characteristics on comparison with the pristine polymer and small molecule analogues. The highest occupied molecular orbital–lowest unoccupied molecular orbital (HOMO–LUMO) of levels of poly(pyrazolines) has a band gap of 1.54 eV as calculated from cyclic voltammetry and UV–vis studies. Uniform thin film is obtained by spin casting as 1% solution on chlorobenzene and annealing under vacuum. Atomic force microscopy analysis shows fine morphology of the thin film. I–V characterization of the film shows low turn‐on voltage of 5.3 V. HOMO–LUMO is calculated by density functional theory and the result suggests that these molecules have great potential toward polymer organic light‐emitting diode applications.

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“…Numerous , 0 -bis(substitutedbenzylidene)cycloalkanones exhibit biological activities (Robinson et al, 2005;Piantadosi et al, 1973). Furthermore, they are used as precursors for the preparation of biologically active heterocyclic compounds, such as pyrimidines (Deli et al, 1984;Guilford et al, 1999) and pyrazolines (Ziani et al, 2013). These compounds have received a lot of attention because of their uses as perfume intermediates, pharmaceutical, agrochemical and liquid-crystal polymer units (Artico et al, 1998;Amoozadeh et al, 2010).…”

Section: Chemical Contextmentioning

confidence: 99%

(E,E)-3-Methyl-2,5-bis(4-methylbenzylidene)cyclopentanone: synthesis, characterization, Hirshfeld surface analysis and antibacterial activity

et al. 2019

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The title compound, (E,E)-3-methyl-2,5-bis(4-methylbenzylidene)cyclopentanone (MBMCP), C22H22O, was obtained by Claisen–Schmidt condensation of 4-methylbenzaldehyde with 3-methylcyclopentanone in good yield. The structure of MBMCP was studied using UV, FT–IR and Raman spectroscopy, single-crystal X-ray diffraction (XRD) measurements, and 1H and 13C nuclear magnetic resonance (NMR) spectroscopy. The molecular structure of MBMCP is fully extended in the E,E configuration. C—H...π stacking interactions play a significant role in the stabilization of the molecular packing. Hirshfeld surface analysis was used to quantify the non-covalent interactions in the crystal lattice. Microbiological studies were performed to investigate the antimicrobial activity of this new product.

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Synthesis of new curcumin analogues from Claisen-Schmidt condensation

Cited by 7 publications

References 18 publications

Synthesis of pyrazoline derivatives from the 1,3-dipolar cycloadditions using α,β-unsaturated cyclohexanone derivatives

Synthesis of pyrazoline derivatives from the 1,3-dipolar cycloadditions using α,β-unsaturated cyclohexanone derivatives

Synthesis and Characterization of Solution Processable Poly(pyrazolines)

(E,E)-3-Methyl-2,5-bis(4-methylbenzylidene)cyclopentanone: synthesis, characterization, Hirshfeld surface analysis and antibacterial activity

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