• Title/Summary/Keyword: 1,4-Diketones

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Photochemical Formation of 1,5-Diketones from Dibenzoylmethane and Some Quinones

  • 김성식;임진선;이종명;심상철
    • Bulletin of the Korean Chemical Society
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    • v.20 no.5
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    • pp.531-534
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    • 1999
  • Irradiation (300 nm UV light) of dibenzoylmethane and 1,4-naphthoquinone in dichloromethane gave 1,5-dike-tone as the major product, along with β-hydroxyketone as the minor product. Anthraquinone and anthrone also added photochemically to dibenzoylmethane to give 1,5-diketones as the major products. In contrast, tetrahalo-1,4-benzoquinones added to dibenzoylmethane to give two types of 1,5-diketones via oxetane and cyclobutane intermediates. Comparison of the potential energy values of the photoproducts reveals that the 1,5-diketones are more stable than the corresponding oxetanes or cyclobutanes due to the ring-strain of the bicyclic compounds.

Mild and Efficient Reduction of α,β-Unsaturated Carbonyl Compounds, α-Diketones and Acyloins with Sodium Borohydride/Dowex1-x8 System

  • Zeynizadeh, Behzad;Shirini, Farhad
    • Bulletin of the Korean Chemical Society
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    • v.24 no.3
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    • pp.295-298
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    • 2003
  • α,β-Unsaturated aldehydes and ketones are regioselectively reduced to the corresponding allylic alcohols with /Dowex1-x8 system in THF at room temperature. This system is also efficient for the conversion of α-diketones and acyloins to the vicinal diols in refluxing THF.

PHOTOCHEMICAL REACTIONS OF AROMATIC $\alpha$-DIKETONES

  • Kim, Sung Sik
    • Journal of Photoscience
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    • v.1 no.2
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    • pp.123-126
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    • 1994
  • Irradiation of aromatic $\alpha$-diketones, such as benzil, 4,4'-dimethylbenzil, 4-chlorobenzil, 4,4'-diisopropylbenzil, 3,3,'-dimethylbenzil, in methanol gives rise to xanthone derivatives, in addition to $\alpha$-hydroxyketones. Irradiation of 4,4'-dibromobenzil, 2,2'-pyridil, 2,2'-naphthil and 9,9'-anthril yields only $\alpha$-hydroxyketones, whereas 4,4'-dimethoxybenzil yields methyl 4-methoxybenzoate.

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Silica Sulfuric Acid as a Mild and Efficient Reagent for the Synthesis of 1,4-Diazepine and 1,5-Benzodiazepine Derivatives (Silica Sulfuric Acid를 이용한 효율적인 1,4-diazepine and 1,5-benzodiazepine 유도체의 합성)

  • Joshi, Y.C.;Saingar, Shalini;Kavita, Kavita;Joshi, P.;Kumar, Rajesh
    • Journal of the Korean Chemical Society
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    • v.55 no.4
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    • pp.638-643
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    • 2011
  • The synthesis of biologically active 1H-1,4-diazepines 4a-d and 3H-1,5-benzodiazepines 5a-d in good yields, from the heterocyclization reaction of 2-(4-methylthio benzenesulfonyl)-1,3-dimethyl/1-methyl-3-phenyl/1,3-diphenyl/1-methyl-3-ethoxy propane-1,3-dione 3a-d with ethylenediamine (EDA) and o-phenylenediamine (o-PDA), respectively, in the presence of silica sulfuric acid (SSA) is described. The novel ${\beta}$-diketones/${\beta}$-ketoesters 3a-d were synthesized by the condensation reaction of 4-methylthiobenzenesulfonyl chloride 1 with various ${\beta}$-diketones/${\beta}$-ketoesters 2a-d. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds 4a-d and 5a-d have been screened for antimicrobial, antifungal and anthelmintic activity.

Cr(Ⅲ) Complexes of Tetraazamacrocycles Derived from $\alpha$-Diketones and Diaminoalkanes

  • Rai, Pramod K.;Gupta, Ajay K.;Prasad, Raghu N.
    • Bulletin of the Korean Chemical Society
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    • v.14 no.2
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    • pp.179-183
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    • 1993
  • Template condensation of ${\alpha}$-diketones such as 2,3-butanedione or benzil with diaminoalkanes such as 1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane, 1,6-diaminohexane, 1,8-diaminooctane or 1,12-diaminododecane in the presence of Cr(III) results in the formation of complexes of the type $[CrI,X_2]X$ (where L = tetraazamacrocycle having 12 to 32-membered ring and $X={NO_3}^- or Cl^-).$ The complexes have been characterized by elemental analyses, magnetic measurements and IR and diffuse reflectance spectra.

Synthesis, Characterization and Antimicrobial Activity of Zirconium (IV) Complexes

  • Sharma, Shobhana;Jain, Asha;Saxena, Sanjiv
    • Journal of the Korean Chemical Society
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    • v.56 no.4
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    • pp.440-447
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    • 2012
  • Heteroleptic complexes of zirconium (IV) derived from bulky Schiff base ligands containing a sulphur atom and oximes of heterocyclic ${\beta}$-diketones of the general formula ZrLL' (where $LH_2=RCNH(C_6H_4)SC:C(OH)N(C_6H_5)N:CCH_3$, $R=-C_6H_5$, $-C_6H_4Cl(p)$ and $L^{\prime}H_2=R^{\prime}C:(NOH)C:C(OH)N(C_6H_5)N:CCH_3$, $R^{\prime}=-CH_2CH_3$, $-C_6H_5$, $-C_6H_4Cl(p)$ were prepared by the reactions of zirconium tetrachloride with disodium salts of Schiff bases ($L\;Na_2$) and oximes of heterocyclic ${\beta}$-diketones ($L^{\prime}\;Na_2$) in 1:1:1 molar ratio in dry refluxing THF. The structures of these monomeric zirconium (IV) complexes were elucidated with the help of elemental analysis, molecular weight measurements, spectroscopic (IR, NMR and mass) studies. A distorted trigonal bipyramidal geometry may be suggested for these heteroleptic zirconium (IV) complexes. The ligands (bulky Schiff base ligands containing a sulphur atom and oximes of heterocyclic ${\beta}$-diketones) and their heteroleptic complexes of zirconium (IV) were screened against A. flavus, P. aeruginesa and E. coli.

DABCO-Catalyzed Green Synthesis of 2-Hydroxy-1,4-diones via Direct Aldol Reaction of Arylglyoxals in Water

  • Saraei, Mahnaz;Eftekhari-Sis, Bagher;Mozaffarnia, Sakineh
    • Journal of the Korean Chemical Society
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    • v.57 no.2
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    • pp.252-259
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    • 2013
  • A green and simple method to synthesize of 1,4-diketones via aldol reaction of arylglyoxals and ketones such as 1-(4-methoxyphenyl)-2-propanone, deoxybenzoin and substituted acetophenones in the presence of a catalytic amount of DABCO in water at room temperature has been reported. Corresponding 2-hydroxy-1,4-diones were obtained in moderate to high yields with simple separation of obtained solid from reaction mixture and recrystallization.

Hydrated Ferric Sulfate [Fe2(SO4)3·xH2O]: An Efficient and Reusable Catalyst for One-Pot Synthesis of 2H-Indazolo[2,1-b]phthalazine-triones

  • Choudhury, Abhik;Ali, Shahzad;Khan, Abu T.
    • Journal of the Korean Chemical Society
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    • v.59 no.4
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    • pp.280-283
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    • 2015
  • Hydrated ferric sulfate can be used as an efficient and reusable catalyst for the synthesis of 2H-indazolo[2,1-b]phthalazine-trione derivatives via one-pot three-component condensation reaction of phthalhydrazide, aromatic aldehydes and cyclic-1,3-diketones in ethanol under reflux conditions.

Zinc (II) [tetra(4-methylphenyl)] Porphyrin: a Novel and Reusable Catalyst for Efficient Synthesis of 2,4,5-trisubstituted Imidazoles Under Ultrasound Irradiation

  • Safari, Javad;Khalili, Shiva Dehghan;Banitaba, Sayed Hossein;Dehghani, Hossein
    • Journal of the Korean Chemical Society
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    • v.55 no.5
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    • pp.787-793
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    • 2011
  • An efficient three-component one-step synthesis of 2,4,5-trisubstituted imidazoles by condensation reaction of 1,2-diketones or ${\alpha}$-hydroxyketones with aromatic aldehydes and ammonium acetate using Zinc (II) [tetra (4-methylphenyl)] porphyrin as a novel and reusable catalyst under ultrasound irradiation at ambient temperature is described. In this method, ${\alpha}$-hydroxyketones as well as 1,2-diketones were converted to their corresponding 2,4,5-trisubstituted imidazoles in excellent yields.