A simple and convenient synthesis of [1,2,4]triazolo/benzimidazolo ‎quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives catalyzed by ‎DABCO-based ionic liquids

Seyyedi, Narges; Shirini, Farhad; Langarudi, Mohaddeseh Safarpoor Nikoo; Jashnani, Setareh

doi:10.1007/s13738-017-1125-x

Cited by 28 publications

(14 citation statements)

References 46 publications

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“…The development of new catalytic systems and determination of their efficiency in MCR was the goal of a large number of studies related to the development of MCR methodology. [81][82][83][84][85][86][87][88][89][90][91][92][93][94][95][96] The use of new catalysts and their systems allows: simplifying the procedure for obtaining the target product, increasing the selectivity of the process,…”

Section: Construction Of Pyrimidobenzimidazole Structure By Multicomponent Reactionsmentioning

confidence: 99%

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Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use

Fedotov

Русинов

Ulomsky

et al. 2021

Chem Heterocycl Comp

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Nitrogen-containing heterocyclic compounds are the basis of many natural and synthetic biologically active substances. 1 More than two-thirds of the known drugs used in clinical practice contain heterocyclic and, above all, nitrogen-containing fragments within their structure. Over the past decades, the chemistry of aza-heterocycles has received considerable attention due to the wide spectrum of their biological activity and numerous therapeutic applications in medicine.Of nitrogenous heterocycles, azoloazines containing fragments similar to the natural heterocycles purines and pyrimidines are currently of great practical importance. Thus, non-natural nucleosides abacavir, famciclovir, remdesivir are known, which are the products of structural modifications of all the components of the nucleotide exhibiting excellent indicators of antiviral action (Fig. 1). [2][3][4] In addition to the generally accepted nucleoside forms, the azoloazines themselves are relevant in the search for means of combating diseases on a global scale. Nitroazolo- [5,1-c][1,2,4]triazines and nitroazolo [1,5-a]pyrimidines, a new family of antiviral compounds has been found. 5 The

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Section: Construction Of Pyrimidobenzimidazole Structure By Multicomponent Reactionsmentioning

confidence: 99%

“…3). [88][89][90][91][92] Among the advantages of the considered catalysts are their cheapness, ease of preparation, and high stability. In addition, the research emphasizes the possibility of reuse of catalysts without losing their activity.…”

Section: Scheme 36mentioning

confidence: 99%

Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use

Fedotov

Русинов

Ulomsky

et al. 2021

Chem Heterocycl Comp

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“…[Ref.] 1 C 6 H 5 - triazole DM b 6a 95 94 248–249 248–250 [26] 2 4-ClC 6 H 4 - triazole DM b 6b 60 91 300–302 303–305 [27] 3 2-MeOC 6 H 4 - triazole DM b 6c 85 97 299–300 298–300 [28] 4 4-OHC 6 H 4 - triazole DM b 6d 90 95 >300 >300 [29] 5 2-Naphtaldehyde triazole DM b 6e 80 95 289–292 287–290 [29] 6 4-NO 3 C 6 H 4 - triazole DM b 6f 90 96 285–287 284–286 [26] 7 3-NO 3 C 6 H 4 - triazole DM b 6 g 100 94 268–269 266–269 [29] 8 2-NO 3 C 6 H 4 - …”

Section: Resultsmentioning

confidence: 99%

Agar-entrapped sulfonated DABCO: Agelly acidic catalyst for the acceleration of one-pot synthesis of 1,2,4-triazoloquinazolinone and some pyrimidine derivatives

Moghaddampour

Shirini

Langarudi

2021

Journal of Molecular Structure

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Highlights Structurally functionalized 1,2,4-triazoloquinazolinone and some pyrimidine derivatives were synthesized by agar-entrapped sulfonated DABCO as a non-metal catalyst. The moisture-resistant property of the catalyst were investigated. A simple purification step was performed to achieve high purity. The reusability of the catalyst was investigated during three runs for all compounds.

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“…Triazolopyrimidines and tetrahydroquinolines were synthesized by using numerous approaches and catalysts such as thiamine hydrochloride (VB 1 ) 23 , Nafion-H 24 , phthalhydrazide-MCM-41 (P-MCM-41) 25 , boric acid under aqueous micellar medium 26 , [DABCO](SO 3 H) 2 Cl 2 and [DABCO](HSO 3 ) 2 (HSO 4 ) 2 27 , DBU 28 , microwave irradiation 29 , etc. [30][31][32][33][34][35][36][37][38][39] .…”

Section: Synthesismentioning

confidence: 99%

Synthesis of pyrimidine-6-carbonitriles, pyrimidin-5-ones, and tetrahydroquinoline-3-carbonitriles by new superb oxovanadium(V)-[5,10,15,20-tetrakis(pyridinium)-porphyrinato]-tetra(tricyanomethanide) catalyst via anomeric based oxidation

Dashteh

Makhdoomi

Baghery

et al. 2022

Sci Rep

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Oxovanadium(V)-[5,10,15,20-tetrakis(pyridinium)-porphyrinato]-tetra(tricyanomethanide) [(VO)TPP][(TCM)4] was designed, synthesized and characterized by various techniques such as FT-IR, EDX, SEM equipped with EDX mappings, CHN elemental analysis, ICP-OES, XRD, SEM, TEM, TGA, DTA, DRS, Kubelka–Munk function (Tauc’s plot), and UV–Vis analyses. Then, [(VO)TPP][(TCM)4] was used as a benign and expedient catalyst for the synthesis of numerous heterocyclic compounds such as 5-amino-7-(aryl)-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitriles, 5-amino-7-(aryl)-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitriles, 7-(aryl)-7,12-dihydro-5H-isochromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidin-5-ones, and 4-(aryl)-2-(1H-indol-3-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitriles under solvent-free conditions at 100 °C via a cooperative geminal-vinylogous anomeric based oxidation.

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A simple and convenient synthesis of [1,2,4]triazolo/benzimidazolo ‎quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives catalyzed by ‎DABCO-based ionic liquids

Cited by 28 publications

References 46 publications

Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use

Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use

Agar-entrapped sulfonated DABCO: Agelly acidic catalyst for the acceleration of one-pot synthesis of 1,2,4-triazoloquinazolinone and some pyrimidine derivatives

Synthesis of pyrimidine-6-carbonitriles, pyrimidin-5-ones, and tetrahydroquinoline-3-carbonitriles by new superb oxovanadium(V)-[5,10,15,20-tetrakis(pyridinium)-porphyrinato]-tetra(tricyanomethanide) catalyst via anomeric based oxidation

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