2020
DOI: 10.1002/aoc.5542
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A Set of phenyl sulfonate metal coordination complexes triggered Biginelli reaction for the high efficient synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones under solvent‐free conditions

Abstract: Three new metal coordination complexes, namely, [Co (DPE)(H2O)4](DPE)(BS)2 (1), [Co (DPE)2(H2O)4](ABS)2 (2), [Co (DPE)(H2O)4](MBS)2(CH3OH)2 (3) [DPE = (E)‐1,2‐di (pyridin‐4‐yl) ethene, BS = phenyl sulfonic acid, ABS = p‐aminobenzene sulfonic acid, MBS = p‐methylbenzene sulfonic acid] were obtained under hydrothermal conditions. Complexes 1‐3 were structurally characterized by X‐ray single‐crystal diffraction, powder X‐ray diffraction and IR. Complexes 1 and 3 exhibit a one‐dimensional chain structure, and comp… Show more

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Cited by 14 publications
(2 citation statements)
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“…Among the various types of nitrogen-containing heterocycles, derivatives of 3,4-dihydropyrimidin-2(1H)one, as biologically-active compounds, have found versatile applications such as anti-bacterial, anti-in ammatory, antihypertensive agents, calcium channel blockers, antitumor compounds [41][42][43][44][45][46][47] . A simple and general protocol for access to 3,4-dihydropyrimidin-2(1H)-ones involves a three-component one-pot Biginelli cyclocondensation of ethyl acetoacetate, urea and various aldehydes accelerated by different types of catalytic systems such as polymer-supported catalysts 48 , ionic liquids 49,50 , ionic liquid/silica sulfuric acid 51 , metal−organic framework (MOF) 52,53 , montmorillonite clay 54 , magnetic nanoparticles 55 , Lewis acidic zirconium (IV)-salophen per uorooctanesulfonate or sulfated polyborate 56,57 , nanocrystalline CdS thin lm 46 , graphene oxide 58,59 and mesoporous materials 60,61 as well as environmental friendly energy inputs such as ultrasound 62 or microwave irradiation 63 . Most of the reported methods in this regard have the role of heterogeneous catalysts and high value.…”
Section: Introductionmentioning
confidence: 99%
“…Among the various types of nitrogen-containing heterocycles, derivatives of 3,4-dihydropyrimidin-2(1H)one, as biologically-active compounds, have found versatile applications such as anti-bacterial, anti-in ammatory, antihypertensive agents, calcium channel blockers, antitumor compounds [41][42][43][44][45][46][47] . A simple and general protocol for access to 3,4-dihydropyrimidin-2(1H)-ones involves a three-component one-pot Biginelli cyclocondensation of ethyl acetoacetate, urea and various aldehydes accelerated by different types of catalytic systems such as polymer-supported catalysts 48 , ionic liquids 49,50 , ionic liquid/silica sulfuric acid 51 , metal−organic framework (MOF) 52,53 , montmorillonite clay 54 , magnetic nanoparticles 55 , Lewis acidic zirconium (IV)-salophen per uorooctanesulfonate or sulfated polyborate 56,57 , nanocrystalline CdS thin lm 46 , graphene oxide 58,59 and mesoporous materials 60,61 as well as environmental friendly energy inputs such as ultrasound 62 or microwave irradiation 63 . Most of the reported methods in this regard have the role of heterogeneous catalysts and high value.…”
Section: Introductionmentioning
confidence: 99%
“…Hence, many catalytic systems have been improved for the synthesis of DHPMs, including magnetic catalysts [ 41 , 42 , 43 ], ionic liquids [ 44 , 45 , 46 ], carbohydrate [ 47 , 48 ], Bronsted acids [ 49 , 50 , 51 ] and Lewis acid [ 52 , 53 , 54 ]. On the other hand, the importance of this reaction lies in the biological properties of DHPMs and wide utility for pharmaceutical purposes, such as antiviral, antimalarial, antihypertensive, antifungal, antitubercular and antibacterial properties [ 55 , 56 , 57 ]. This multicomponent reaction is mostly promoted by an appropriate catalyst [ 58 , 59 , 60 , 61 ].…”
Section: Introductionmentioning
confidence: 99%