scholarly journals Synthesis, Complex Compounds and Antimicrobial Activity of Some Derivatives of Furo[3,2-C]Pyridine and Their Starting Compounds

2012 ◽  
Vol 11 (1) ◽  
pp. 73-85
Author(s):  
Martin Hrašna ◽  
Eva Ürgeová ◽  
Alžbeta Krutošíková

Synthesis, Complex Compounds and Antimicrobial Activity of Some Derivatives of Furo[3,2-C]Pyridine and Their Starting CompoundsSome [3,2-c]pyridine derivatives were synthesized. 3-(Furan-2-yl)propenoic acid (1a) was prepared from furan-2-carbaldehyde under the Perkin's conditions. Obtained acid was converted to the corresponding azide3, which in turn was cyclized to give furo[3,2-c]pyridin-4(5H)-one (4a). The reaction of pyridone4awith phosphorus oxychloride rendered the chloroderivative7a, which was treated in the condition of Suzuki coupling reaction with boronic acid to give 4-phenylfuro[3,2-c]pyridine (8e) and an unexpected product10. Some title compounds have shown moderate to good antimicrobial activity against tested bacteriaXanthomonas sp., Erwinia amylovora, and filamentous fungiPyrenophora avenae, Fusarium graminearum.

2022 ◽  
Vol 7 (1) ◽  
pp. 107-114
Author(s):  
Nadežda Juristová ◽  
Eleonóra Štefanovová ◽  
Tatiana Ďurčeková ◽  
Naďa Prónayová ◽  
Anton Gatial ◽  
...  

(E)-3-(1-Benzofuran-2-yl)propenoic acid (I) was prepared from 1-benzofuran-2-carbaldehyde under the Doebner’s conditions. The obtained acid was converted to the corresponding azide II, which was cyclized by heating in diphenyl ether to [1]benzofuro[3,2-c]pyridin-1(2H)-one (III). This compound was aromatized with phosphorus oxychloride to chloroderivative IV which was reduced with zinc and acetic acid to the title compound V. [1]Benzofuro[3,2-c]pyridin-2-oxide (VI) was synthesized by reaction of V with 3-chloroperoxybenzoic acid in dichloromethane. Treatment VI with benzoyl chloride and potassium cyanide (Reissert-Henze reaction) was shown to produce the corresponding [1]benzofuro[3,2-c]pyridin-1-carbonitrile (VII). The title compound was used for preparation of complex compounds VIII, IX


2021 ◽  
pp. 3-7
Author(s):  
Havale Shrikant Hanumantappa ◽  
Dharma Kishore ◽  
Jaya Dwivedi ◽  
Bhavani Singh Yadav ◽  
Venkat Rao Sirugubattula

The synthesis explored to serve novel functional group extended Anti-microbial bio-active molecules of substituted Aminothiazoles. It reveals from overall available up to date literature feedback of Aminothiazoles, it is difcult to synthesis of substituted biphenyl-2-aminothiazoles from Suzuki coupling reaction of 5-(4-bromophenyl) thiazol-2-amine with substituted Boronic acids in presence of Palladium (II) acetate catalyst and in 5% aqueous Isopropyl alcohol used as a solvent. This is a shortest pathway to synthesis of biphenyl derivatives of Aminothaizoles by Suzuki coupling method.


1985 ◽  
Vol 19 (11) ◽  
pp. 788-792
Author(s):  
�. A. Bezzubets ◽  
E. K. D'yachenko ◽  
N. G. Tikhomirova ◽  
N. A. Ostapkevich ◽  
E. T. Mordvinova ◽  
...  

2005 ◽  
Vol 2005 (3) ◽  
pp. 184-186 ◽  
Author(s):  
Jun-xiao Yang ◽  
Kuo-yan Ma ◽  
Fang-hua Zhu ◽  
Wen Chen ◽  
Bo Li ◽  
...  

An efficient and practical preparation of the bisbenzocyclobutene monomers has been developed via the room temperature Suzuki couplings of phenyl-1, 4-diboronic ester with 4-bromobenzocyclobutene or benzocyclobutene-4-boronic acid with aryl dibromides.


2020 ◽  
Vol 17 (2) ◽  
pp. 214-225 ◽  
Author(s):  
Piotr Kawczak ◽  
Leszek Bober ◽  
Tomasz Bączek

Background: Nitro-derivatives of heterocyclic compounds were used as active agents against pathogenic microorganisms. A set of 4- and 5-nitroimidazole derivatives exhibiting antimicrobial activity was analyzed with the use of Quantitative Structure-Activity Relationships (QSAR) method. The study included compounds used both in documented treatment and those described as experimental. Objective: The purpose of this study was to demonstrate the common and differentiating characteristics of the above-mentioned chemical compounds alike physicochemically as well as pharmacologically based on the quantum chemical calculations and microbiological activity data. Methods: During the study PCA and MLR analysis were performed, as the types of proposed chemometric approach. The semi-empirical and ab initio level of in silico molecular modeling was performed for calculations of molecular descriptors. Results: QSAR models were proposed based on chosen descriptors. The relationship between the nitro-derivatives structure and microbiological activity data was able to class and describe the antimicrobial activity with the use of statistically significant molecular descriptors. Conclusion: The applied chemometric approaches revealed the influential features of the tested structures responsible for the antimicrobial activity of studied nitro-derivatives.


1987 ◽  
Vol 52 (12) ◽  
pp. 2918-2925 ◽  
Author(s):  
Viktor Milata ◽  
Dušan Ilavský

The cyclization of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino-2-cyano- and 2-ethoxycarbonyl-2-propenoate esters Ia, b-IVa, b under the conditions of the Gould-Jacobs reaction leads to angularly ring-fused substituted imidazo or triazolo[4,5-f] (V, VI) and [4,5-h] (VII, VIII) quinolines, respectively. The esters Vb-VIIIb have been transformed into the corresponding chloroderivatives Vc-VIIIc. 3-N(5-Benzimidazolyl and 5-benztriazolyl)amino-2-cyano-2-propenenitriles are cyclized in the presence of aluminium(III) chloride to give the aminoquinolines Vd, VId. The structure of the products has been characterized by their 1H, 13C NMR, IR, and UV spectra.


Author(s):  
Hirokazu Seto ◽  
Takumi Tono ◽  
Akiko Nagaoka ◽  
Mai Yamamoto ◽  
Yumiko Hirohashi ◽  
...  

Poly(vinylbiphenyl)s bearing glycoside ligands at the side chains were prepared using the Suzuku coupling reaction. Effects of glycoside reactant concentration, halide species, glycoside species, and catalyst species on the incorporation...


2021 ◽  
Vol 11 (3) ◽  
pp. 1180
Author(s):  
Kinga Paruch ◽  
Łukasz Popiołek ◽  
Anna Biernasiuk ◽  
Anna Berecka-Rycerz ◽  
Anna Malm ◽  
...  

Bacterial infections, especially those caused by strains resistant to commonly used antibiotics and chemotherapeutics, are still a current threat to public health. Therefore, the search for new molecules with potential antimicrobial activity is an important research goal. In this article, we present the synthesis and evaluation of the in vitro antimicrobial activity of a series of 15 new derivatives of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid. The potential antimicrobial effect of the new compounds was observed mainly against Gram-positive bacteria. Compound 15, with the 5-nitro-2-furoyl moiety, showed the highest bioactivity: minimum inhibitory concentration (MIC) = 1.95–15.62 µg/mL and minimum bactericidal concentration (MBC)/MIC = 1–4 µg/mL.


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