Chemistry Journal of Moldova

Organic chemistry

Author(s):

Silvadas Jesna Das, Mohan Sidharth, Chandroth Kalyad Simi


Field: Organic chemistry
Type: Research paper
Issue: 2022 Volume 17, no.1
Pages: 56-61
Keywords: chitosan, one-pot synthesis, carbodiimide, porous morphology, thermal stability.
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Abstract (PDF)
Graphical Abstract: A facile, one-pot, and solvent-free synthesis was developed to obtain a thermally stable chitosan biopolymer. The bifunctional isocyanate by interaction with chitosan formed urea and urethane bonds between chitosan chains. Subsequently, the designed chemistry facilitated the formation of carbodiimide bonds between chitosan chains via dehydration of the urea bond. The modified chitosan was proved to be superior in thermal properties and could be used as a thermally stable bio-filler. This synthetic methodology is a facile route to achieve improved thermal stability in biopolymers.





Downloads: 68

Author(s):

Aparna Das, Ram Naresh Yadav, Bimal Krishna Banik


Field: Organic chemistry
Type: Short communication
Issue: 2022 Volume 17, no.1
Pages: 62-66
Keywords: β-lactam, loss tangent, microwave, stereospecific, optically active.
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Abstract (PDF)
Graphical Abstract: In this work, the stereospecific synthesis of optically active cis β-lactams under diverse microwave-induced conditions using diverse solvents was reported. The effects of low tanδ values of the solvents are found to be more crucial than solvents with high dipole moments and dielectric constants. The results indicated that for the synthesis of β-lactams solvents with low tanδ and high dipole moment and high dielectric constant are necessary. Best of the knowledge this is the first report that examined the importance of tanδ values of the solvents in β-lactams synthesis.




Downloads: 61

Author(s):

Kabeer Ahmed Shaikh and Uddhav Nivrutti Chaudhar


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.2
Pages: 99-104
Keywords: lanthanum(III) nitrate, xanthene derivative, dimedone, β-naphthol, solvent free condition.
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Abstract (PDF)
Graphical Abstract: The present paper shows that lanthanum(III) nitrate hexahydrate can be used as mild and environment friendly homogeneous catalyst for an efficient one-pot multi-component synthesis of biologically active 1,8-dioxo-octahydroxanthene and 14H-dibenzo[a,j]xanthene derivatives. The solvent free condensation reaction of aromatic aldehydes and dimedone or β-naphthol was carried out at 70-80ºC during 10-30 min. The advantages of this eco-friendly synthesis route are numerous, and include the use of an inexpensive catalyst, high to excellent yield, short reaction time and high catalytic activity that can make this method an interesting alternative to multi-step approaches.


 
 
 


Downloads: 87

Author(s):

Roman Rusnac, Maria Botnaru, Nicanor Barba, Peter Petrenko, Yurii Chumakov, Aurelian Gulea


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.2
Pages: 88-98
Keywords: 1,3-bis(pyridin-2-yl)prop-2-en-1-one, Claisen-Schmidt condensation, intramolecular aldol condensation, Michael addition, substituted cyclohexanol.
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Graphical Abstract: The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3-bis (pyridin-2-yl) prop-2-en-1-one (3); 1,3,5-tri (pyridin-2-yl) pentane-1,5-dione (4); (2,4-dihydroxy-2,4,6-tri(pyridin-2-yl)cyclohexyl)(pyridin-2-yl)methanone (5) and (4-hydroxy-2,4,6-tri(pyridin-2-yl)cyclohexane-1,3-diyl)bis(pyridin-2-ylmethanone) (6) as well as 2-formylpyridine (1) and 2-acetylpyridine (2). The plausible mechanism of these chemical transformations has been proposed. All the obtained compounds demonstrate moderate antimicrobial, antifungal and antioxidant activity.


 


Downloads: 112

Author(s):

Lauro Figueroa, Alejandra Garcimarero, Rolando Garcia, Francisco Diaz, Marcela Rosas, Virginia Mateu, Maria Lopez, Lenin Hau, Tomas Lopez, Abelardo Camacho, Yaritza Borges


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.1
Pages: 75-85
Keywords: bicyclo, steroid, estrone derivative, synthesis, NMR.
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Abstract (PDF)
Graphical Abstract: This study describes the preparation of two bicyclo[3.3.3]nonane-steroid derivatives from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy that the reagents used in this investigation are not expensive and do not require special conditions for handling.


 


Downloads: 256

Author(s):

Hajer Hrichi, Nadia Ali Ahmed Elkanzi, Rania Badawy Bakr


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.1
Pages: 86-94
Keywords: heterocycle, β-lactam, quinoxaline, antimicrobial activity, molecular docking.
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Graphical Abstract: A series of novel isolated β-lactams 3a-c and thiazolidinone derivatives 4a-c were successfully synthesized from reactions of new Schiff's bases 2a-c with chloroacetyl chloride and thioglycolic acid. The antimicrobial activity of the obtained compounds was assessed in vitro against gram-positive Staphylococcus aureus and gram-negative Escherichia coli bacteria and Aspergillus flavus and Candida albicans fungi. Furthermore, a molecular docking study was carried out and the results indicated that compounds 3b and 4b displayed comparable binding affinity scores as that of glutamate. These two compounds are promising candidates as antibacterial and antifungal agents that would deserve further investigations.



 


Downloads: 169

Author(s):

Jumina Jumina, Rizky Woro Styaningrum, Dwi Siswanta, Sugeng Triono, Yoga Priastomo, Harizal Harizal, Eti Nurwening Sholikhah, Abdul Karim Zulkarnain


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 90-96
Keywords: chalcone, photostability, absorbance, sunscreen, broad-spectrum.
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DOI: http://dx.doi.org/10.19261/cjm.2019.624   
 
Abstract (PDF)
Graphical Abstract: Four chalcone derivatives were synthesized and pre-evaluated as broad-spectrum UV protector. Chalcones 1-4 showed a wide range of UV absorbance values and moderate molar absorptivity values. Chalcones 3 and 4 showed better photostability than chalcones 1 and 2 because the lowering of their absorbance was smaller and slower under UVB irradiation. A combination of the spectra of chalcone derivatives 1-4 indicated that a formulation containing all four will provide a broad-spectrum sunscreen protecting the skin from UVA and UVB. 


 


Downloads: 144

Author(s):

Nadia Ali Ahmed Elkanzi, Amira Atef Ghoneim, Hajer Hrichi


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 105-116
Keywords: pyrazole, imidazole, pyrimidine, indol, antimicrobial activity.
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DOI: http://dx.doi.org/10.19261/cjm.2019.638   

Abstract (PDF)
Graphical Abstract: In this study, novel pyrazole, imidazole, pyrimidine derivatives bearing imidazo[4,5-b]indol moiety were successfully synthesized and their chemical structures were identified and confirmed by different spectral techniques. All the synthesized compounds were tested against four bacterial strains (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa) and two fungi (Aspergillus flavus and Candida albicans). The obtained results show that the synthesized compounds could find fruitful applications as antibacterial and antifungal agents in pharmaceutical chemistry.


 


Downloads: 165

Author(s):

Maryam Shokoohian, Nourallah Hazeri, MalekTaher Maghsoodlou, Mojtaba Lashkari


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 97-104
Keywords: one-pot reaction, multi-component reaction, pyridine-2(1H)-one derivative, ultrasonication, 4-(dimethylamino)pyridine.
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Graphical Abstract: 4-(Dimethylamino)pyridine was found to be an efficient homogenous catalyst for one-pot multi-component reactions between hydrazine monohydrate, ethyl cyanoacetate, ketone, and malononitrile for the synthesis of 1,6-diamino-2-oxo-1,2,3,4-tetrahydropyridine-3,5-dicarbonitrile derivatives using ultrasonication at room temperature in ethanol solution within 35-50 min with yields of over 90%.
 



Downloads: 109

Author(s):

Serghei Curlat


Field: Organic chemistry
Type: Review
Issue: 2019 Volume 14, no.2
Pages: 32-55
Keywords: (+)-3-carene, epoxidation, sulphide, aminoalcohol, azidoalcohol, aziridine.
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Abstract (PDF)
Graphical Abstract: This review presents last decade and some past especially relevant studies in the field of (+)-3-carene synthetic transformations. This paper discusses exclusively the transformations of (+)-3-carene, proceeding with the retention of the native bicyclic carbon skeleton. The data concerning the features of epoxidation and oxidation reactions of (+)-3-carene, the synthesis of sulphur- and selenium-containing derivatives and their use in asymmetric synthesis are given. It also describes methods for producing amino derivatives of (+)-3-carene, substituted heterocycles based on it, reactions for the preparation of aziridines, azido-alcohols and azidoamines, as well as chiral phosphites as bidentate ligands.


 


Downloads: 122