A one-pot three-component reaction involving 2-aminochromone in aqueous micellar medium: a green synthesis of hexahydrochromeno[2,3- $$b$$ b ]quinolinedione

Ghosh, Jaydip; Biswas, Pritam; Drew, Michael G. B.; Bandyopadhyay, Chandrakanta

doi:10.1007/s11030-015-9573-7

Cited by 15 publications

(9 citation statements)

References 50 publications

(58 reference statements)

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“…Micellar system can be also used for the selection of particular products formation. In the micelle promoted multicomponent reaction reported by Ghosh et al ( 2015 ) (Supplementary Table 1 , entry 15) one product containing chromeno[2,3-b]quinoline skeleton ( 31 ) was formed with good yield. The one-pot three-component reaction carried out between 2-aminochromone, chromone-3-carbaldehyde, and dimedone in an aqueous micellar medium leaded to the formation of target products 31 with very good to excellent yields.…”

Section: Miscellaneous Multicomponent Reactions Leading To Formation mentioning

confidence: 94%

Multicomponent Reactions Accelerated by Aqueous Micelles

et al. 2018

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Multicomponent reactions are powerful synthetic tools for the efficient creation of complex organic molecules in an one-pot one-step fashion. Moreover, the amount of solvents and energy needed for separation and purification of intermediates is significantly reduced what is beneficial from the green chemistry issues point of view. This review highlights the development of multicomponent reactions conducted using aqueous micelles systems during the last two decades.

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Section: Miscellaneous Multicomponent Reactions Leading To Formation mentioning

confidence: 94%

Multicomponent Reactions Accelerated by Aqueous Micelles

et al. 2018

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“…Due to their applications in the biomedical field, their preparation by sustainable methods for minimizing the usage and generation of toxic organic substances has become increasingly important. Therefore, several green methods have been reported for the synthesis of compounds with a coumarin or chromene core (Molnar et al, 2020;da Silveira Pinto et al, 2018;Ghosh et al, 2015;Mekheimer et al, 2010).…”

Section: Six-membered Heterocycles 41 Oxygen Heterocyclesmentioning

confidence: 99%

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Brandner

Müller²

2023

Front. Chem.

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Multicomponent reactions, conducted in a domino, sequential or consecutive fashion, have not only considerably enhanced synthetic efficiency as one-pot methodology, but they have also become an enabling tool for interdisciplinary research. The highly diversity-oriented nature of the synthetic concept allows accessing huge structural and functional space. Already some decades ago this has been recognized for life sciences, in particular, lead finding and exploration in pharma and agricultural chemistry. The quest for novel functional materials has also opened the field for diversity-oriented syntheses of functional π-systems, i.e. dyes for photonic and electronic applications based on their electronic properties. This review summarizes recent developments in MCR syntheses of functional chromophores highlighting syntheses following either the framework forming scaffold approach by establishing connectivity between chromophores or the chromogenic chromophore approach by de novo formation of chromophore of interest. Both approaches warrant rapid access to molecular functional π-systems, i.e. chromophores, fluorophores, and electrophores for various applications.

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“…Subsequently, Bandyopadhyay et al reported an efficient and green synthesis of 11-(chromen-3-yl)-8,8-dimethyl-8,9-dihydro-6Hchromeno[2,3b]quinoline-10,12(7H,11H)-dione 66 (Scheme 13, Eq-3) by a three-component reaction involving 2-aminochromone 65, chromone-3-carbaldehyde 60, and 5,5-dimethyl-1,3-cyclohexanedione 58 in 0.5 M aqueous SDS solution at 80-90 °C. [66] Neutral surfactants such as Triton and Tween 80 were able to produce only a moderate yield of the product. The proposed mechanism of the reaction was supported by isolating the intermediate of the reaction.…”

Section: One-pot Multi-component Synthesis Of Various Quinolones Deri...mentioning

confidence: 99%

One‐Pot Multicomponent Reaction: A Highly Versatile Strategy for the Construction of Valuable Nitrogen‐Containing Heterocycles

et al. 2022

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A large portion of the chemical subspace is the multi‐component reaction (MCR). Apart from Domino reactions, MCR is one of the most promising routes for one‐pot synthesis. Thus, MCR derived product can be considered as a synthetic hub to a vast diversity of novel cyclic or acyclic compounds. Heterocyclic moiety such as naphthyridines, quinolines, dihydropyridines (DHPs), quinazolines, pyrimidines, imidazoles, diazepines, and spiro‐heterocycles are widely recognized in clinical evaluation. Because of their relevant significance, vast literature exists to accomplish the synthesis of these biologically important compounds. Therefore, this review highlights the last ten years of developments in the one‐pot synthesis of these heterocyclic moieties which are widely recognized by the industry in addition to academia.

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A one-pot three-component reaction involving 2-aminochromone in aqueous micellar medium: a green synthesis of hexahydrochromeno[2,3- $$b$$ b ]quinolinedione

Cited by 15 publications

References 50 publications

Multicomponent Reactions Accelerated by Aqueous Micelles

Multicomponent Reactions Accelerated by Aqueous Micelles

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

One‐Pot Multicomponent Reaction: A Highly Versatile Strategy for the Construction of Valuable Nitrogen‐Containing Heterocycles

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