2013
DOI: 10.1016/j.tet.2013.06.011
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Studies on the chemical reactivity of 1H-benzimidazol-2-ylacetonitrile towards some 3-substituted chromones: synthesis of some novel pyrido[1,2-a]benzimidazoles

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Cited by 45 publications
(25 citation statements)
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“…Infrared spectra were measured on FTIR Nicolet IS10 spectrophotometer (cm À1 ), PerkinElmer 293 spectrophotometer (cm À1 ), using KBr disks. 1 H NMR (300 MHz) and 13 C NMR (75 MHz) spectra were measured on Mercury-300BB, using DMSO-d 6 as a solvent and TMS (d) as the internal standard. Mass spectra were obtained using GC-2010 Shimadzu Gas chromatography instrument mass spectrometer (70 eV).…”
Section: Characterization Methodsmentioning
confidence: 99%
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“…Infrared spectra were measured on FTIR Nicolet IS10 spectrophotometer (cm À1 ), PerkinElmer 293 spectrophotometer (cm À1 ), using KBr disks. 1 H NMR (300 MHz) and 13 C NMR (75 MHz) spectra were measured on Mercury-300BB, using DMSO-d 6 as a solvent and TMS (d) as the internal standard. Mass spectra were obtained using GC-2010 Shimadzu Gas chromatography instrument mass spectrometer (70 eV).…”
Section: Characterization Methodsmentioning
confidence: 99%
“…Chromone-3-carbonitriles have attracted considerable attention as highly reactive compounds, due to the presence of three electrophilic centers (C-2, C-4 and CN group) [9,10]. These compounds possess a highly polarized C2-C3 p-bond and their reactions with binucleophiles start predominantly through the nucleophilic attack at the unsubstituted C-2 atom accompanied by g-pyrone ring opening to form the b-dicarbonyl intermediates which capable of undergoing intramolecular heterocyclizations [11][12][13]. The important finding of the work is that the optical and electrical characteristics show promising candidates suitable for photosensing applications.…”
Section: Introductionmentioning
confidence: 99%
“…Condensation of 1 with benzimidazol-2-ylacetonitrile 139 in boiling EtOH-NEt 3 affords the azaxanthone 140 in 65% yield. 61 Under similar conditions the nitrile 139 with 3-cyanochromone 7 and its 6-methyl homologue produce the chromeno [3,2- …”
Section: Scheme 14mentioning
confidence: 99%
“…Among these materials, chromeno [2,3-b]pyridines is one of the most promising organic structure for possible applications because they exhibit various biological activities including pharmacological [1], antiplatelet [2], antiallergic [3], antiangiogenic [4], antirheumatic [5], antibacterial [6], anti-inflammatory and analgesic [7]. Friedländer condensation of 2-aminochromone-3-carboxaldehyde is a well-known reaction for preparation of chromeno [2,3-b]pyridine derivatives [8][9][10]. Due to their electronic and photoelectronic characteristics, these structures have been utilized extensively in many electronic and photoelectronic devices [11,12].…”
Section: Introductionmentioning
confidence: 99%