l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1H-indol-3-yl) xanthen-4-(9H)-ones

Nourisefat, Maryam; Panahi, Farhad; Nabipour, Marzieh; Heidari, Sahar; Khalafi-Nezhad, Ali

doi:10.1007/s13738-016-0902-2

Cited by 12 publications

(3 citation statements)

References 67 publications

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“…We also compared the performance of the above catalyst with some of the other reported catalysts such as IRA-400 Cl [48], [TBA][Gly] [17], FeCl 3 [49], LCMNP [50], TH catalyst [51], and [Hmim]HSO 4 [52] for the model reaction under the similar conditions, as can be seen, the Fe 3 O 4 @SiO 2 @D-NHCS-Tr performs better in terms of efficiency and reaction time than the other catalysts (Table 2, entry 2-9). It should be noted that the reaction has no progress in the absence of a catalyst (Table 2, entry 1).…”

Section: Resultsmentioning

confidence: 99%

Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Baharfar

Peiman

Maleki

2021

Journal of Heterocyclic Chem

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Fe 3 O 4 @SiO 2 @D-NHCS-Tr was used as an efficient catalyst in the threecomponent reaction between indole derivatives, salicylaldehyde, and active methylene compounds under solvent-free conditions to the synthesis of indol-3-yl-4H-chromene derivatives. The features of this method include the green conditions of the reaction, easy separation, eco-friendly and cost-effectiveness of the catalyst, and high yield in short reaction times.

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Section: Resultsmentioning

confidence: 99%

Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Baharfar

Peiman

Maleki

2021

Journal of Heterocyclic Chem

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“…Due to a certain degree of molecular similarity with that compound of the indole-bearing THCP derivatives 6a-c synthesized in this study, we tried to optimize a simpler procedure for their synthesis. Earlier the synthesis of similar compounds had been accomplished through multicomponent reactions of salicylic aldehydes with C-H acids and various nucleophiles [10][11][12]. The key factors for the reactions' success were the catalytic system, temperature, and the type of process activation.…”

Section: A-cmentioning

confidence: 99%

Chemical and Biological Evaluation of Novel 1H-Chromeno[3,2-c]pyridine Derivatives as MAO Inhibitors Endowed with Potential Anticancer Activity

Куликова

Purgatorio

Beloglazkin

et al. 2023

IJMS

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About twenty molecules sharing 1H-chromeno[3,2-c]pyridine as the scaffold and differing in the degree of saturation of the pyridine ring, oxidation at C10, 1-phenylethynyl at C1 and 1H-indol-3-yl fragments at C10, as well as a few small substituents at C6 and C8, were synthesized starting from 1,2,3,4-tetrahydro-2-methylchromeno[3,2-c]pyridin-10-ones (1,2,3,4-THCP-10-ones, 1) or 2,3-dihydro-2-methyl-1H-chromeno[3,2-c]pyridines (2,3-DHPCs, 2). The newly synthesized compounds were tested as inhibitors of the human isoforms of monoamine oxidase (MAO A and B) and cholinesterase (AChE and BChE), and the following main SARs were inferred: (i) The 2,3-DHCP derivatives 2 inhibit MAO A (IC50 about 1 μM) preferentially; (ii) the 1,2,3,4-THCP-10-one 3a, bearing the phenylethynyl fragment at C1, returned as a potent MAO B inhibitor (IC50 0.51 μM) and moderate inhibitor of both ChEs (IC50s 7–8 μM); (iii) the 1H-indol-3-yl fragment at C10 slightly increases the MAO B inhibition potency, with the analog 6c achieving MAO B IC50 of 3.51 μM. The MAO B inhibitor 3a deserves further pharmacological studies as a remedy in the symptomatic treatment of Parkinson’s disease and neuroprotectant for Alzheimer’s disease. Besides the established neuroprotective effects of MAO inhibitors, the role of MAOs in tumor insurgence and progression has been recently reported. Herein, antiproliferative assays with breast (MCF-7), colon (HCT116) and cisplatin-resistant ovarian (SK-OV-3) tumor cells revealed that the 10-indolyl-bearing 2,3,4,10-THCP analog 6c exerts anti-tumor activity with IC50s in the range 4.83–11.3 μM.

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“…The catalytic efficiency of organo-nanocatalysts has been demonstrated in various realms of organic synthesis, particularly in reactions such as MCRs, cycloaddition reactions, sigmatropic rearrangements, C-C coupling reactions, asymmetric synthesis, photocatalytic reactions, oxidations, reductions, hydrogenation, and many others. 49,11,50,51,52 1.6 Highlights of the Review A large number of magnetically recyclable supports such as magnetite (Fe 3 O 4 ), maghemite (γ-Fe 2 O 3 ), and iron metal (Fe) are employed in the synthesis of organo-nanocatalysts. 53,54,55,56,57 In this review, the various organocatalysts immobilized on magnetically separable supports and their applications for a variety of catalytic processes, particularly in organic synthesis, are presented, including their preparative methods.…”

Section: Importance Of Organo-nanocatalysismentioning

confidence: 99%

Recent advances in organo-nanocatalysis in the field of green organic synthesis

Rahman¹,

Nongkhlaw²

2019

Arkivoc

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This article presents a summary of the uses of the various organo-nanocatalysts in organic synthesis that have been reported in the literature. A key feature of the development of sustainable methodology in organic synthesis is the easy recovery of a valuable catalyst and its reuse in successive runs without appreciable loss in its efficiency. Progress in the synthetic approaches to magnetic organo-nanocatalysts and their applications in organic synthesis are covered.

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l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1H-indol-3-yl) xanthen-4-(9H)-ones

Cited by 12 publications

References 67 publications

Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Chemical and Biological Evaluation of Novel 1H-Chromeno[3,2-c]pyridine Derivatives as MAO Inhibitors Endowed with Potential Anticancer Activity

Recent advances in organo-nanocatalysis in the field of green organic synthesis

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l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1H-indol-3-yl) xanthen-4-(9H)-ones

Cited by 12 publications

References 67 publications

Fe3O4@SiO2@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Fe3O4@SiO2@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Chemical and Biological Evaluation of Novel 1H-Chromeno[3,2-c]pyridine Derivatives as MAO Inhibitors Endowed with Potential Anticancer Activity

Recent advances in organo-nanocatalysis in the field of green organic synthesis

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Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions

Fe₃O₄@SiO₂@D‐NHCS‐Tr as an efficient and reusable catalyst for the synthesis of indol‐3‐yl‐4H‐chromene via a multi‐component reaction under solvent‐free conditions