Step-economic and cost effective synthesis of coumarin based blue emitting fluorescent dyes

Soumya, T.; Thasnim, P.; Bahulayan, D.

doi:10.1016/j.tetlet.2014.06.071

Cited by 19 publications

(5 citation statements)

References 49 publications

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“…The Stoke's shift between the excitation and emission maxima is relatively large (Dl = 99 nm), as has also been observed for other similar compounds. 30 Moreover, the ''R'' groups have negligible influence on the emission and absorption energies in this solvent.…”

Section: Photophysical Propertiesmentioning

confidence: 98%

Microwave-assisted synthesis and photophysical studies of novel fluorescent N-acylhydrazone and semicarbazone-7-OH-coumarin dyes

et al. 2016

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Section: Photophysical Propertiesmentioning

confidence: 98%

Microwave-assisted synthesis and photophysical studies of novel fluorescent N-acylhydrazone and semicarbazone-7-OH-coumarin dyes

et al. 2016

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“…Another approach to produce coumarin-based dyes proceeds via condensation of 3-acetyl coumarin with acetyl chloride, an aromatic aldehyde, and acetonitrile to obtain blue light emitting fluorescent dyes named 'Beta Fluors' 45 (Supplementary Material S10) (Soumya et al, 2014). Phenyl boronic acid acts as a green catalyst for this reaction.…”

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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“…Recently, there is an increasing interest in fluorescent adducts synthesized from MCRs approaches. − These adducts have the potential to be applied in bioimaging experiments to depict their cellular dynamics and subcellular localization. In general, fluorescent MCRs derivatives only have their photophysical properties disclosed − or are applied as fluorescent sensors. − To the best of our knowledge, cell-imaging experiments have only been described for a few MCRs adducts − such as those synthesized from the already fluorescent isonitrile-BODIPY scaffold …”

Section: Introductionmentioning

confidence: 99%

Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining

Alvim¹,

Corrêa²,

Assumpção³

et al. 2018

J. Org. Chem.

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The current manuscript describes the use of a heteropolyacid-containing task-specific ionic liquid, supported in imidazolium-based ionic liquids, as the catalyst for an efficient multicomponent synthesis of hexahydroimidazo[1,2-α]pyridine derivatives. The reactions conditions were fully optimized, and the bridgehead nitrogen heterocycle derivatives could be obtained in just 1 h exclusively as a single isomer ( trans). Single crystal X-ray analysis confirmed the trans derivative as the only isomer. The mechanism of the reaction was investigated by ESI(+)-MS(/MS), and the use of the elegant charge-tag strategy allowed a catalytic cycle to be proposed for the current transformation and revealed the possibility of at least two reaction pathways. One derivative bearing a coumarin scaffold was synthesized, and its fluorescent properties allowed it to be tested as a probe for live-cell imaging experiments with a preference for mitochondria.

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Step-economic and cost effective synthesis of coumarin based blue emitting fluorescent dyes

Cited by 19 publications

References 49 publications

Microwave-assisted synthesis and photophysical studies of novel fluorescent N-acylhydrazone and semicarbazone-7-OH-coumarin dyes

Microwave-assisted synthesis and photophysical studies of novel fluorescent N-acylhydrazone and semicarbazone-7-OH-coumarin dyes

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

Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining

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