Chemistry Journal of Moldova

Organic chemistry

GREEN SYNTHESIS OF POLYSUBSTITUTED QUINOLINES AND XANTHENE DERIVATIVES PROMOTED BY TARTARIC ACID AS A NATURALLY GREEN CATALYST UNDER SOLVENT-FREE CONDITIONS

Author(s):

Farzaneh Mohamadpour, Malek Taher Maghsoodlou, Mojtaba Lashkari, Reza Heydari, Nourallah Hazeri


Field: Organic chemistry
Type: Research paper
Issue: 2018 Volume 13, no.1
Pages: 74-86
Keywords: tartaric acid, polysubstituted quinolines, 12-aryl-tetrahydrobenzo[α]xanthene-11-ones, 1,8-dioxo-octahydroxanthenes, 14-aryl-14H-dibenzo[α,j]xanthenes.
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DOI: http://dx.doi.org/10.19261/cjm.2017.449  

Abstract (PDF) 
Supplementary Material (PDF)
Graphical Abstract: This method reported the use of tartaric acid as a green and highly efficient catalyst for the convenient synthesis of polysubstituted quinolines and xanthenes derivatives in excellent yields under solvent-free conditions. The main advantages of this one-pot procedure are the green and economic availability of the catalyst, simple experimental and work-up procedures.


 

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SYNTHESIS OF NEW HOMODRIMANE SESQUITERPENOIDS CONTAINING DIAZINE, 1,2,4-TRIAZOLE AND CARBAZOLE RINGS

Author(s):

Gheorghe Duca, Aculina Aricu, Lidia Lungu, Nadejda Tenu, Alexandru Ciocarlan, Yacob Gutu, Ion Dragalin, Alic Barba


Field: Organic chemistry
Type: Research paper
Issue: 2018 Volume 13, no.1
Pages: 69-73
Keywords: sesquiterpenoids, N-substituted amides, heterocyclic amines, diazine, 1,2,4-triazole, carbazole, synthesis.
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DOI:
http://dx.doi.org/10.19261/cjm.2017.458   

Abstract (PDF) 
Graphical Abstract: The study describes the synthesis of 11-homodrim-6,8-dien-12-oic acid N-substituted amides containing diazine, 1,2,4-triazole and carbazole rings based on commercially available sclareolide. The mentioned compounds were prepared for the first time by interaction of the generated in situ acyl chloride with some heterocyclic amines: 2- and 4-aminopyrimidine, 2-aminopyrazine, 3-amino-1,2,4-triazole and N-aminocarbazole. Their structures were fully elucidated by elemental and spectral analyses (IR, 1H and 13C NMR).


 

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SYNTHESIS OF ALIPHATIC SYMMETRIC DIPHOSPHONIUM SALTS AND BACTERICIDAL ACTIVITY OF SELECTED PRODUCTS

Author(s):

Bin Yuan, Wei Hu, Song Lv, Jieyang Huang, Kecheng Huang


Field: Organic chemistry
Type: Research paper
Issue: 2017 Volume 12, no.1
Pages: 81-86
Keywords: diphosphonium salts, ω,ω´-dibromo alkane, synthesis, bactericidal activity.
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DOI: dx.doi.org/10.19261/cjm.2017.376 
 
Graphical Abstract: Eight new aliphatic symmetrical diphosphonium salts were synthesized by reacting ω,ω´-dibromoalkanes with triphenylphosphine or tributylphosphine using N,N-dimethyl acetamide as a solvent at 140~150°C for 16~20 h under a nitrogen atmosphere.

 

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SYNTHESIS, SPECTRAL AND THEORETICAL CHARACTERIZATION OF 5,6-DICHLORO/DIMETHYL-2-(2´,3´/2´,4´/2´,5´/3´,4´/3´,5´-DIMETHOXYPHENYL)-1H-BENZIMIDAZOLES

Author(s):

Demet Gürbüz, Aydin Tavman, Adem Cinarli, Ismail Boz


Field: Organic chemistry
Type: Research paper
Issue: 2016 Volume 11, no.2
Pages: 58-67
Keywords: dimethoxyphenylbenzimidazoles, spectral characterization, density functional theory, charge distribution, geometry optimization.
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DOI:
dx.doi.org/10.19261/cjm.2016.11(2).07
 
Abstract (PDF)
Graphical Abstract: 5,6-Dichloro/dimethyl-2-(2´,3´/2´,4´/2´,5´/3´,4´/3´,5´-dimethoxyphenyl)-1H-benzimidazoles were synthesized and characterized experimentally and theoretically. The optimized molecular geometry, zero point energy, dipole moment, ESE and charge distributions were calculated by Gaussian 09 using DFT method. The calculated energy values with ZPE correction and DFT show that the methyl derivatives are more stable than the chloro forms.

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EXTRACT OF BARBERRY AS ENTIRELY GREEN CATALYST FOR THE SYNTHESIS OF STRUCTURALLY DIVERSE 3,4,5-SUBSTITUTED FURAN-2(5H)-ONES

Author(s):

Nourallah Hazeri, Razieh Doostmohammadi, Belgheis Adrom, Mojtaba Lashkari, Malek Taher Maghsoodlou


Field: Organic chemistry
Type: Research paper
Issue: 2016 Volume 11, no.2
Pages: 68-73
Keywords: three-component reaction, dialkyl acetylenedicarboxylates, furan-2(5H)-ones, aldehydes, barberry juice.
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DOI:
dx.doi.org/10.19261/cjm.2016.11(2).02
 
Abstract (PDF)
Supplementary Material (PDF)
Graphical Abstract:
 An eco-friendly and environmentally benign synthesis of 3,4,5-substituted furan-2(5H)-ones employing Iranian seedless barberry or zereshk (Berberis integerrima ‘Bidaneh’, Berberidaceae) as a biocatalyst was developed. The merits of this method include the environmentally friendly reaction conditions, simple operation, broad substrate, satisfied yields and generate less waste than the conventional chemical reagents.

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SYNTHESIS AND ANTIMICROBIAL EVALUATION OF SYMMETRICAL DIQUATERNARY AMMONIUM SALTS BEARING BIS-1,3,4-OXADIAZOLE RINGS MOIETIES

Author(s):

Sofiane Daoudi, Tahar Benaissa, Djallal Eddine Adli, Nisserine Hamini-Kadar


Field: Organic chemistry
Type: Research paper
Issue: 2016 Volume 11, no.1
Pages: 55-60
Keywords: 1,3,4-oxadiazole, quaternary ammonium compounds, DMAEMA, DEAEMA, antimicrobial activities.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2016.11(1).07

Graphical Abstract:
 This study describes the synthesis of some novel compounds containing bis-1,3,4-oxadiazole bearing quaternary ammonium salt moieties. The newly synthesized compounds were evaluated for their antibacterial activity against various gram-positive and gram-negative strains of bacteria, and the antifungal activities were tested against three phytopathogenic fungi namely, Fusarium oxysporum, Fusarium commune and Fusarium rodelens.


 

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NEW N-GLUCOSYLATED SUBSTITUTED ANILINES

Author(s):

Vsevolod Pogrebnoi


Field: Organic chemistry
Type: Research paper
Issue: 2015 Volume 10, no.2
Pages: 62-67
Keywords: N-glucosylated anilines, (+)-D-glucose, 4-chloroaniline, 3,5-dibromoaniline, Convolutamydines A-E.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(2).08

Graphical Abstract:
 The reaction of (+)-D-glucose with 4-chloroaniline or 3,5-dibromoaniline leads almost exclusively to the β-configuration of glucosylated anilines. The acetylating of 2-(3,5-dibromophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol is less selective than in case of the 2-(4-chlorophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.


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A SEQUENTIAL DUAL CLEAVAGE OF THE ARYLSULFAMATE LINKER TO PROVIDE BOTH SULFAMATE AND PHENOL DERIVATIVES

Author(s):

Diane Fournier, Liviu Ciobanu, Donald Poirier


Field: Organic chemistry
Type: Research paper
Issue: 2015 Volume 10, no.2
Pages: 68-76
Keywords: solid-phase synthesis, linker, sulfamate, phenol, library.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(2).09

Graphical Abstract:
 Tyramine sulfamate was linked to the trityl chloride resin and this polymeric support used to introduce two levels of molecular diversity by formation of peptide bonds. A dual cleavage strategy next generated in a sequential way (without resin split) two types of compounds (phenol and arylsulfamate derivatives), which are therapeutically attractive types of compounds.


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THE SYNTHESIS OF NEW SPIROLACTONES FROM SUBSTITUTED ISATINS

Author(s):

Natalia Sucman, Vsevolod Pogrebnoi, Mykola Obushak, Elena Melnic, Victor Kravtsov, Fliur Macaev


Field: Organic chemistry
Type: Research paper
Issue: 2015 Volume 10, no.1
Pages: 64-70
Keywords: spirolactones, isatins, triphenylphosphine, dimethyl acetylenedicarboxylate.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(1).09

Graphical Abstract:
 Described synthesis of 5-bromo substituted oxindoles linkages in spirocyclic butenolides exhibit relatively dependence of the structure-reactivity relationships of N-substituted isatines, dimethyl acetylenedicarboxylate and triphenylphoshine. The study of the stereochemistry of the atom C(2) of the spiro compounds was also unambiguously confirmed by single crystal X-ray analysis. 

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SUBSTITUTED 1,3-PHENYL(PYRIDYL) PROPENONES AND DERIVATIVES WITH THIOSEMICARBAZIDIC GROUPS. STRUCTRURE – (HL-60) ANTILEUKEMIA ACTIVITY RELATIONSHIP

Author(s):

Ana Popusoi, Nicanor Barba, Aurelian Gulea, Jenny Roy, Donald Poirier


Field: Organic chemistry
Type: Research paper
Issue: 2014 Volume 9, no.2
Pages: 67-73
Keywords: chalcones, isothiocyanatopropenones, thioureas, antileukemia activity
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2014.09(2).10

Graphical Abstract: 
3-(4-(Dimethylamino)phenyl-1-(4-isothiocyanatophenyl)prop-2-en-1-one was obtained from the corresponding N,N-dimethylthyoureas by elimination of dimethylamine at heating with gaseous hydrogen chloride in chloroform and 1-(4-isothiocyanatophenyl)-3-(pyridin-2-il)prop-2-en-1-one by treating 1,1-dimethyl-3-(4-(3-(pyridin-2-il)-acryloyl)-phenyl)thyourea with acetic anhydride. For all obtained compounds in the course of reaction the antileukemia activity was investigated.



Downloads: 36