Facile and Green One‐Pot Synthesis of Fluorophore Chromeno[4,3‐<i>b</i>]quinolin‐6‐one Derivatives Catalyzed by Halloysite Nanoclay under Solvent‐free Conditions

Ataee-Kachouei, Tahereh; Nasr‐Esfahani, Mahboobeh; Baltork, I. M.; Mirkhani, Valiollah; Tangestaninejad, Shahram; Kia, Reza

doi:10.1002/slct.201803707

Cited by 12 publications

(11 citation statements)

References 39 publications

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“…In 2019, Mohammadpoor-Baltork and coworkers demonstrated the synthesis of chromeno [4,3- b ]quinoline-6-one derivatives 183 , 185 via a one-pot three-component reaction of 4-hydroxycoumarin ( 120a ) with aldehydes and anilines catalyzed by halloysite nanoclay under solvent-free conditions [ 141 ]. Except for the products presented in Scheme 56 , they also prepared analogous derivatives using two different anilines with aldehydes, or two different aldehydes with aniline or aromatic diamines with aldehydes or dialdehydes with anilines.…”

Section: Synthetic Strategies For the Preparation Of Fused Pyridocoum...mentioning

confidence: 99%

An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest

Douka¹,

Litinas²

2022

Molecules

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Pyridocoumarins are a class of synthetic and naturally occurring organic compounds with interesting biological activities. This review focuses on the synthetic strategies for the synthesis of pyridocoumarins and presents the biological properties of those compounds. The synthesis involves the formation of the pyridine ring, at first, from a coumarin derivative, such as aminocoumarins, hydroxycoumarins, or other coumarins. The formation of a pyranone moiety follows from an existing pyridine or piperidine or phenol derivative. For the above syntheses, [4 + 2] cycloaddition reactions, multi-component reactions (MCR), as well as metal-catalyzed reactions, are useful. Pyridocoumarins present anti-cancer, anti-HIV, antimalarial, analgesic, antidiabetic, antibacterial, antifungal, anti-inflammatory, and antioxidant activities.

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Section: Synthetic Strategies For the Preparation Of Fused Pyridocoum...mentioning

confidence: 99%

An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest

Douka¹,

Litinas²

2022

Molecules

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“…Farag et al showed a one-pot route [41] to synthesize novel 8-methyl-1, 2-dihydro-4H-chromeno [ Molecular iodine catalyzed one-pot synthetic methodology [42] for the preparation of functionalized simple chromeno [3, 4- [44] protocols with 20 mol % of the catalyst being used.The mechanism is shown in Scheme 14.…”

Section: The Synthesis Of Chromeno-quinoline Derivatives Via Single-s...mentioning

confidence: 99%

“…A simple straightforward one-pot methodology [44] for easy synthesis of chromeno[4,3-b]quinolin-6-one derivatives 30 has been described by Baltork et al The strategy involved a threecomponent condensation involving aryl amines 29, 4-hydroxycoumarin and aldehydes 28. The reaction was selective towards aromatic aldehydes.…”

Section: The Synthesis Of Chromeno-quinoline Derivatives Via Single-s...mentioning

confidence: 99%

“…Synthesis of symmetrical and unsymmetrical bis-chromeno [4,3b]quinolin-6-one from diamine. [44] Scheme 19. Synthesis of symmetrical and unsymmetrical bis-chromeno [4,3b]quinolin-6-one from dialdehyde .…”

Section: The Synthesis Of Chromeno-quinoline Derivatives Via Single-s...mentioning

confidence: 99%

“…Synthesis of symmetrical and unsymmetrical bis-chromeno [4,3b]quinolin-6-one from dialdehyde . [44] [26] Scheme 22. Synthesis of chromeno-quinolines under oxygen atmosphere.…”

Section: The Synthesis Of Chromeno-quinoline Derivatives Via Single-s...mentioning

confidence: 99%

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Recent Advances on Synthesis of Fused Chromeno‐Quinoline Heterocycles under Transition Metal‐Free Condition

Mal

Jana

2022

ChemistrySelect

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Among the various other organic compounds, the compounds having heterocyclic core are extensively circulated in nature and are often crucial for life. The concerned heterocyle may or may not be aromatic. They often show a variety of physiological, industrial and also theoretical significance. Quinoline derivatives are very popular anti-biotics and benzopyran or chromenes is another important heterocyclic moiety found widely in naturally occurring plant products like fruits and vegetables. However, when chromene and quinoline are present in a molecule in fused form, a subclass of very important bio-active chromene-fused quinoline heterocycles is formed. This review covers recent reports on transition metalfree synthesis of chromeno-quinoline derivatives in short and hassle-free reaction protocols.

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Ce(IV) immobilized on halloysite nanotube–functionalized dendrimer (Ce(IV)–G2): A novel and efficient dendritic catalyst for the synthesis of pyrido[3,2‐c]coumarin derivatives

Ataee-Kachouei

Nasr‐Esfahani

Mohammadpoor‐Baltork

et al. 2020

Applied Organom Chemis

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In this study, a new and stable Ce(IV) immobilized on halloysite nanotubefunctionalized dendrimer was designed, synthesized, and characterized using Fourier-transform infrared, elemental analysis, thermogravimetric analysis, field emission scanning electron microscopy, scanning electron microscopyenergy dispersive X-ray spectroscopy, transmission electron microscopy, dynamic light scattering, Brunauer-Emmett-Teller, and inductively coupled plasma optical emission spectroscopy techniques. This catalyst was efficiently used for the one-pot, single-step multicomponent synthesis of pyrido[3,2-c] coumarins from 4-aminocoumarin, aldehydes, and aryl ketones. The efficiency and selectivity of this catalytic system were also evaluated for the synthesis of pyrido[3,2-c]coumarins from terminal/internal alkynes instead of aryl ketones. In this respect, the regioselectivity of the products was successfully assigned by X-ray crystallographic analysis. All these reactions were best performed under solvent-free conditions in the presence of only 0.28 mol% of the catalyst, and such a one-pot multicomponent synthesis of pyrido[3,2-c]coumarins is reported for the first time. It is also worth noting that single-step and short reaction path for the synthesis of a variety of pyrido[3,2-c]coumarins along with excellent reusability of this dendritic catalyst makes this method economically and environmentally attractive.

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Facile and Green One‐Pot Synthesis of Fluorophore Chromeno[4,3‐b]quinolin‐6‐one Derivatives Catalyzed by Halloysite Nanoclay under Solvent‐free Conditions

Cited by 12 publications

References 39 publications

An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest

An Overview on the Synthesis of Fused Pyridocoumarins with Biological Interest

Recent Advances on Synthesis of Fused Chromeno‐Quinoline Heterocycles under Transition Metal‐Free Condition

Ce(IV) immobilized on halloysite nanotube–functionalized dendrimer (Ce(IV)–G2): A novel and efficient dendritic catalyst for the synthesis of pyrido[3,2‐c]coumarin derivatives

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