An efficient non-ionic surfactant catalyzed multicomponent synthesis of novel benzylamino coumarin derivative via Mannich type reaction in aqueous media

Kumar, Atul; Gupta, Maneesh K.; Kumar, Mukesh

doi:10.1016/j.tetlet.2011.06.040

Cited by 74 publications

(32 citation statements)

References 27 publications

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“…The coumarin heterocyclic framework is now considered as a privileged structure, which is a common moiety found in many biologically active natural and therapeutic products and thus represents a very important pharmacophore [22,23]. Recently, this scaffold has also been reported as an AChE inhibitor [24].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, antioxidant and anticholinesterase activities of novel coumarylthiazole derivatives

Kurt

Gazioğlu

Sönmez

et al. 2015

Bioorganic Chemistry

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Section: Introductionmentioning

confidence: 99%

Synthesis, antioxidant and anticholinesterase activities of novel coumarylthiazole derivatives

Kurt

Gazioğlu

Sönmez

et al. 2015

Bioorganic Chemistry

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“…Biscoumarins are usually synthesized through the Domino Knoevenagel-Michael reactions of aldehydes with two equivalents of 4-hydroxycoumarin in the presence of catalyst. The present catalyst systems such as molecular iodine [5], SO 3 Hfunctionalized ionic liquids [6], ionic liquids with both Lewis acid and bronsted acid sites [7], Zn(Proline) 2 [8], sodium dodecyl sulfate [9], p-dodecylbenzenesulfonic acid/piperidine [10], sulfated titania [11], heteorpoly acid [12], nano silica chloride [13], propane-1,2,3-triyltris (hydrogen sulfate) [14] and Ce 2 (SO 4 )Á4H 2 O [15], are almost acidic and often suffered from drawbacks like low yield, long reaction time, high reaction temperature, necessity of refluxing in organic solvent and use of expensive, toxic and unreusable catalyst. In the aspect of green chemistry and industrial application, a non-toxic, reusable and efficient catalytic system at reduced temperature for the synthesis of biscoumarins is in great necessary.…”

Section: Introductionmentioning

confidence: 99%

Choline Hydroxide: An Efficient and Biocompatible Basic Catalyst for the Synthesis of Biscoumarins Under Mild Conditions

et al. 2015

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In this work, choline hydroxide is found to be an efficient and green catalyst for the synthesis of biscoumarins through the Domino Knoevenagel-Michael reaction of a series of aldehydes with 4-hydroxylcoumarin under mild conditions. A series of aldehydes with different substituted functional groups, especially those which are sensitive to acid, have been converted to biscoumarins with good to excellent isolated yields, and the reactions can be easily scaled up to multigrams. The target products can be simply separated by filtration, and the aqueous solution of choline hydroxide (as filtrate) can then be reused for the next run reaction. Graphical Abstract Choline hydroxide was found to be a green and efficient catalyst for the synthesis of biscoumarins through the Domino Knoevenagel-Michael reactions under mild conditions.

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“…Surfaktan yang memiliki nilai KMK rendah, memiliki arti bahwa surfaktan tersebut mudah membentuk misel. Semakin rendah nilai KMK maka surfaktan digolongkan sebagai surfaktan yang memiliki aktivitas permukaan yang tinggi atau dikatakan memiliki kualitas yang baik (Kumar, Gupta, Kumar, 2011).…”

Section: Pendahuluanunclassified

Quantitative Analysis of Relationship Structure and Anionic Surfactant Micelle Concentration Critic With Semiempiris AM1

Delsy

Iswanto²,

Winaryo³

2017

Molekul

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ABSTRAKAnalisis hubungan kuantitatif struktur dan nilai Konsentrasi Misel Kritik (KMK) surfaktan anionik telah dilakukan. Penelitian ini dilakukan dengan tujuan menyusun persamaan matematika untuk menghitung konsentrasi misel kritik teoritis surfaktan anionik. Dalam penelitian dilakukan penggambaran setiap struktur molekul surfaktan anionik ke model senyawa tiga dimensi, dilanjutkan dengan mengoptimasi setiap model struktur surfaktan anionik dengan metode perhitungan Austin Model 1(AM1), serta perhitungan deskriptor untuk dianalisis statistik dengan Multiple linear Regression (MLR). Hasil perhitungan statistik menunjukkan bahwa untuk menghitung nilai konsentrasi misel kritik teoritis surfaktan anionik dapat menggunakan persamaan sebagai berikut: log KMK = 4,157+0,118qC1+7,698qC2+0,425α-0,010µ-0,129RD-0,138 log P+0,021BM-0,034Avdw, dengan n = 100 ; r = 0,927 ; r 2 = 0,860 ; SE = 0,352 ; F = 30,888 ; PRESS = 23,506. Kata kunci : KMK, semiempiris AM1, surfaktan anionik ABSTRACTThis research determines the mathematical equation which calculate the Concentration Micelle Critic theoretical anionic surfactant. The research was conducted the depiction of each surfactant anionic threedimensional compound models, followed by optimizing the model structure anionic surfactant by using AM1 calculation method. Furthermore the calculation of descriptors (QSPR method), then it was analyzed statistically using Multiple Linear Regression (MLR). The results of statistical calculations showed that to calculate the theoretical CMC anionic surfactant can use the QSPR equation: log CMC = 4.157+0.118qC1+7.698qC2+0.425α-0.010µ-0.129RD-0.138 log P+0.021BM-0.034Avdw, n = 100 ; r = 0.927 ; r 2 = 0.860 ; SE = 0.352 ; F= 30.888 ; PRESS = 23.506

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An efficient non-ionic surfactant catalyzed multicomponent synthesis of novel benzylamino coumarin derivative via Mannich type reaction in aqueous media

Cited by 74 publications

References 27 publications

Synthesis, antioxidant and anticholinesterase activities of novel coumarylthiazole derivatives

Synthesis, antioxidant and anticholinesterase activities of novel coumarylthiazole derivatives

Choline Hydroxide: An Efficient and Biocompatible Basic Catalyst for the Synthesis of Biscoumarins Under Mild Conditions

Quantitative Analysis of Relationship Structure and Anionic Surfactant Micelle Concentration Critic With Semiempiris AM1

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