2020
DOI: 10.1039/d0ra09025e
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Synthesis of novel star-shaped molecules based on a 1,3,5-triazine core linked to different heterocyclic systems as novel hybrid molecules

Abstract: The synthesis of novel star-shaped compounds based on an s-triazine core and linked to different heterocycles as new hybrid molecules through Michael and Hantzsch reactions is reported.

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Cited by 12 publications
(5 citation statements)
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“…Moreover, variation in active methylene compounds, carbonyls, and Michael-donor agents can lead to the production of special intermediates that can perform cycloaddition reactions, producing five- or six-membered nitrogen- or oxygen-containing heterocyclic products. The Knoevenagel condensation–Michael addition–cyclization of an aldehyde, malononitrile, and phthalhydrazide or 4-hydroxycoumarin generates chiral 1 H -pyrazolo­[1,2- b ]­phthalazine-5,10-diones and dihydropyrano­[2,3- c ]­chromenes, respectively. In addition, they have been regarded as beneficial precursors to many drugs and natural products. , In the presence of transition-metal catalysts, these compounds, which have generated much interest because of their diverse remedial and pharmacological applications, are generated from these reactions. Regarding numerous catalysts, the performance of these catalytic systems can be restricted by their low activities, harsh reaction conditions, use of unstable solvents, low turnover frequency, and problems related to the separation and reusability of this homogeneous catalyst from the reaction mixture . Moreover, it is worth mentioning that the scope and selectivity of these methods should be improved. ,, Herein, we aim at developing a new catalyst for the synthesis of the chiral 1 H -pyrazolo­[1,2- b ]­phthalazine-5,10-dione and dihydropyrano­[2,3- c ]­chromenes under green conditions.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…Moreover, variation in active methylene compounds, carbonyls, and Michael-donor agents can lead to the production of special intermediates that can perform cycloaddition reactions, producing five- or six-membered nitrogen- or oxygen-containing heterocyclic products. The Knoevenagel condensation–Michael addition–cyclization of an aldehyde, malononitrile, and phthalhydrazide or 4-hydroxycoumarin generates chiral 1 H -pyrazolo­[1,2- b ]­phthalazine-5,10-diones and dihydropyrano­[2,3- c ]­chromenes, respectively. In addition, they have been regarded as beneficial precursors to many drugs and natural products. , In the presence of transition-metal catalysts, these compounds, which have generated much interest because of their diverse remedial and pharmacological applications, are generated from these reactions. Regarding numerous catalysts, the performance of these catalytic systems can be restricted by their low activities, harsh reaction conditions, use of unstable solvents, low turnover frequency, and problems related to the separation and reusability of this homogeneous catalyst from the reaction mixture . Moreover, it is worth mentioning that the scope and selectivity of these methods should be improved. ,, Herein, we aim at developing a new catalyst for the synthesis of the chiral 1 H -pyrazolo­[1,2- b ]­phthalazine-5,10-dione and dihydropyrano­[2,3- c ]­chromenes under green conditions.…”
Section: Introductionmentioning
confidence: 99%
“…28−30 In addition, they have been regarded as beneficial precursors to many drugs and natural products. 31,32 In the presence of transition-metal catalysts, these compounds, which have generated much interest because of their diverse remedial and pharmacological applications, are generated from these reactions. 33−36 Regarding numerous catalysts, the performance of these catalytic systems can be restricted by their low activities, harsh reaction conditions, use of unstable solvents, low turnover frequency, and problems related to the separation and reusability of this homogeneous catalyst from the reaction mixture.…”
Section: Introductionmentioning
confidence: 99%
“…Considering these findings and our continuous interest in developing heterocycles with improved pharmacophoric characteristics, we report the design and synthesis of new hybrid compounds that comprise thieno­[2,3- b ]­pyridines linked to piperazine or amide-containing moieties.…”
Section: Introductionmentioning
confidence: 99%
“…The resulting scaffolds may be capable of overcoming drug resistance while also increasing activity and binding affinity [ [38] , [39] , [40] , [41] ]. Based on the aforementioned hypotheses and our continued endeavor towards the synthesis of heterocycles [ [42] , [43] , [44] , [45] , [46] , [47] , [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] , [66] , [67] , [68] , [69] , [70] , [71] , [72] ] we report herein the synthesis of some thiazoles, bis(thiazoles), and [ 1 , 2 , 4 ]triazolo[3,4- b ] [ 1 , 3 , 4 ]thiadiazines linked to hydrazinyl- N -(5-methylisoxazol-3-yl)benzenesulfonamide moiety as novel hybrid molecules and evaluation their bioactivities against different bacterial strains and fungal strains; in an attempt to conquer sulfonamide resistance and find novel therapeutic options. Furthermore, the potential binding interactions of the novel compounds with the active sites of different target enzymes were investigated using molecular docking simulations.…”
Section: Introductionmentioning
confidence: 99%