Reactions of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Benzothiazolium Salts

Puterová, Zita; Krutošíková, A.; Lyčka, Antonı́n; Ďurčeková, Tatiana

doi:10.3390/90400241

Cited by 13 publications

(10 citation statements)

References 17 publications

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“…These compounds were synthesized as mentioned in the reference [9,10]. 4-Substituted aniline (0.136 mol) was dissolved in a mixture of concentrated HCl (33.7 mL) and H2O (22.5 mL).…”

Section: General Procedures For the Preparation Of 5-arylfuran-2-carbomentioning

confidence: 99%

Synthesis, characterization and antibacterial activity of (E)-chalcone derivatives

Abdula

2013

Eur. J. Chem.

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KEYWORDS(E)-Chalcone derivatives were synthesized by the Claisen-Schmidt condensation of aromatic aldehydes with methyl ketones. 5-Arylfuran-2-carboxaldehydes (1a-b) were synthesized by Meerwein´s method and condensed with 2-acetylpyrole or 2-acetylfuran to produce the new chalcone derivatives (2a-d). The new chalcones were characterized using FT-IR and GC-MS. The synthesized compounds were also screened against some bacterial species to evaluate their activity as promising antibacterial agents.

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“…These compounds were synthesized as mentioned in the reference [9,10]. 4-Substituted aniline (0.136 mol) was dissolved in a mixture of concentrated HCl (33.7 mL) and H2O (22.5 mL).…”

Section: General Procedures For the Preparation Of 5-arylfuran-2-carbomentioning

confidence: 99%

Synthesis, characterization and antibacterial activity of (E)-chalcone derivatives

Abdula

2013

Eur. J. Chem.

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“…Many of the published condensation products are biologically active compounds [4,5] or can be used as intermediates in organic synthesis [6][7][8][9].In the past two decades one of us was interested in the syntheses, reaction, and aromaticity of variously substituted furo[3,2-b]pyrroles and their [2,3-b]-isomers [10,11]. Substitution, addition, and cycloaddition reactions of furo[3,2-b]pyrroles and their condensed derivatives involving the interesting transformations of furo[3,2-b]pyrrole system were presented.…”

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confidence: 99%

“…Many of the published condensation products are biologically active compounds [4,5] or can be used as intermediates in organic synthesis [6][7][8][9].…”

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confidence: 99%

Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde

Gajdoš

Miklovič

Krutošíková

2006

Chem Heterocycl Compd

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Keywords: methyl 2-[3-(trifluoromethyl)phenyl)]-4H-furo[3,2-b]pyrrole-5-carboxylate, 5-[3-(trifluoromethyl)phenyl]furan-2-carbaldehyde, 2-[3-(trifluoromethyl)phenyl)]furo[3,2-c]pyridine, Knoevenagel reaction.During the past few decades many results have been published in the field of synthesis and study of physical and chemical properties of heterocyclic compounds containing a furan ring connected or fused with a benzene ring or with different heterocyclic systems.Substituted furans are ubiquitous structural units in natural products and pharmaceuticals [1] and have been widely used as synthetic intermediates [2,3]. Many of the published condensation products are biologically active compounds [4,5] or can be used as intermediates in organic synthesis [6][7][8][9].In the past two decades one of us was interested in the syntheses, reaction, and aromaticity of variously substituted furo[3,2-b]pyrroles and their [2,3-b]-isomers [10,11]. Substitution, addition, and cycloaddition reactions of furo[3,2-b]pyrroles and their condensed derivatives involving the interesting transformations of furo[3,2-b]pyrrole system were presented. We also reported on the synthesis of 2-arylfuro[3,2-c]pyridines [12, 13] and 2,3-dimethylfuro[3,2-c]pyridine [14]. Later on some furo[3,2-c]pyridines have been used for the preparation of Cu(II) and Ni(II) complexes [15]. Furo[3,2-c]pyridine and its 2-methyl-, 2,3-dimethyl-and benzo [4,5] derivative were used for the first time as ligands to synthesize potentially new Werner clathrates, and the structural characterization, spectral, and magnetic properties of isothiocyanate nickel(II) complexes were published [16,17].

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“…The new compounds were based on highly conjugated systems that have potential biological activity. Cyanine dye precursors can also be obtained by the reaction of furo [b]pyrrole type aldehydes with benzothiazolium salts (Puterová et al 2004). Tseng et al (2005) have used different benzothiazolium compounds (142 & 143) to study their activity for the inhibition of nitric oxide production in a cell culture system.…”

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confidence: 99%

“…www.intechopen.com Puterová et al (2004) have prepared different benzothiazolium compounds by reaction of 5-arylfuran-2-carboxaldehydes and furo [b]pyrrole type aldehydes with 2-methyl-3-methyl or ethyl benzothiazolium bromide. The new compounds were based on highly conjugated systems that have potential biological activity.…”

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confidence: 99%