An efficient method for the multicomponent synthesis of multisubstituted pyridines, a rapid procedure using Au/MgO as the catalyst

Pagadala, Ramakanth; Maddila, Suresh; Moodley, Vashen; Zyl, Werner E. van; Jonnalagadda, Sreekantha B.

doi:10.1016/j.tetlet.2014.05.089

Cited by 60 publications

(29 citation statements)

References 26 publications

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“…In continuation of our interest in the environmental friendly protocols for the various syntheses of heterocyclic derivatives with better yields [46][47][48][49], we herein report the one-pot reaction of ethylacetoacetate, hydroxyl amine and substituted aldehydes in the presence of a catalyst Ag/SiO 2 for the synthesis of isoxazole derivatives in excellent yields.…”

Section: Introductionmentioning

confidence: 99%

Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones

2015

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An efficient and facile green method for synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-one (4a-m) via room temperature reaction of hydroxylamine, ethylacetoacetate and substituted aromatic aldehydes is designed, using Ag/SiO 2 as catalyst with water as solvent. This protocol offers several advantages, such as it being a benign, energy conserving and eco-friendly reaction with products obtained in excellent yields (88-93 %). The reaction requires relatively short reaction times (\1 h), a simple workup procedure with good atom efficiency and easily recoverable catalyst. The heterogeneous catalyst, Ag/SiO 2 , was fully characterized and is reusable without loss of activity for up to seven cycles with marginal activity loss. Graphical AbstractN O O CH 3 OEt O O NH 2 OH.HCl CHO R R Ag/SiO 2 H 2 O / R.T, 1h 4a-m Electronic supplementary material The online version of this article (

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Section: Introductionmentioning

confidence: 99%

Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones

2015

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“…The formation of multisubstituted pyridines can be rationalized by the initial formation of arylidene-malonitrile as intermediate via the standard Knoevenagel condensation (Figure 16). This is followed by the Michael-type addition of ketone to the activated double bond of arylidene (Pagadala et al 2014). Meanwhile, Au/ MgO was also tested for fuel cell technologies, and it was shown that the catalyst shows stable performance under time-on-stream condition.…”

Section: Au/mgo Heterogeneous Catalystmentioning

confidence: 99%

“…Multicomponent synthesis of multisubstituted pyridines, a rapid procedure using Au/MgO as the catalyst(Pagadala et al 2014).…”

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Magnesium oxide as a heterogeneous catalyst support

Julkapli

Bagheri

2016

Reviews in Inorganic Chemistry

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AbstractResearchers normally consider MgO as a promising high-surface-area heterogeneous catalyst support, additive, and promoter for many kinds of chemical reactions due to its certain properties, including stoichiometry and composition, cation valence, redox properties, acid-base character, and crystal and electronic structure. The presence of MgO as a support catalyst also modifies the electronic state of the overall catalytic performance by electron transfer between the native catalyst and MgO as support. The influence is clarified by alteration of acid-base properties of the catalyst-supported MgO. Meanwhile, the method, chemical composition, and condition in the preparation of MgO are the important factors affecting its surface and catalytic properties. Therefore, MgO with a high surface area and nanocrystalline structure has encouraging applications for some reactions, including as dry reforming, dehydrohalogenation, oxidative dehydrogenation of butane, nonoxidative dehydrogenation of ethylbenzene, decomposition of CCl

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“…5 In particular, fused pyridine systems such as pyrazolopyridines and their related derivatives have shown wide spectrums of biological activities for accessing the pharmaceutical and medicinal products. [6][7] For example, these heterocycles act as potent cyclin dependent kinase1 (CDK1) inhibitors, 8 HIV reverse transcriptase inhibitors, 9 CCR1 antagonists, 10 protein kinase inhibitors, 11 inhibitors of cGMP degradation, dopamine D3 receptor antagonists, besides possessing antiherpetic and antiallergic, 12 herbicidal and fungicidal activities. 13 Several drugs such as cartazolate, tracazolate and etazolate comprise pyrazolopyridine scaffold (Fig.…”

Section: Introductionmentioning

confidence: 99%

Facile, novel and efficient synthesis of new pyrazolo[3,4-b]pyridine products from condensation of pyrazole-5-amine derivatives and activated carbonyl groups

et al. 2015

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An efficient method for the multicomponent synthesis of multisubstituted pyridines, a rapid procedure using Au/MgO as the catalyst

Cited by 60 publications

References 26 publications

Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones

Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones

Magnesium oxide as a heterogeneous catalyst support

Facile, novel and efficient synthesis of new pyrazolo[3,4-b]pyridine products from condensation of pyrazole-5-amine derivatives and activated carbonyl groups

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