Department Of Chemistry

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Subject: search.filters.subject.Kumujian C

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    Transition-Metal-Free Cascade C-N Bond Formation: An Effective Strategy for the Synthesis of ?-Carboline N-Fused Imidazolium Acetates and Estimation of their Light-Emitting Properties
    (Georg Thieme Verlag, 2023-08-08T00:00:00) Singh, Manpreet; Vaishali, Vaishali; Deepika, Deepika; Jyoti, Jyoti; Sharma, Shubham; Banyal, Naveen; Kumar, Prashant; Budhalakoti, Bharti; Malakar, Chandi C.; Singh, Virender
    A simple, efficient, and practical metal-free protocol has been devised to synthesize imidazopyrido[3,4-b]indole-based fluorophores decorated with carbazole/ F-carboline/pyridine scaffolds via three consecutive C.N bond formations in a single operation. A wide range of aromatic amines (2-aminopyridines, 3-aminocarbazole, and anilines) were successfully applied to synthesize the complex imidazolium ions. The significant features of this strategy include high efficiency, mild and environmentally benign reaction conditions, no chromatographic purification, and broad substrate scope with excellent yields of the isolated products. Moreover, excellent photophysical properties (up to 85%) were exhibited by these fluorophores. � 2022 Georg Thieme Verlag. All rights reserved.
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    A Catalyst- and Metal-free Approach towards the Synthesis of ?-Carboline tethered Imidazole Derivatives and Assessment of their Photophysical Properties
    (John Wiley and Sons Inc, 2023-04-25T00:00:00) Vaishali; Singh, Virender
    A simple, facile, and highly efficient approach has been unfolded for the syntheses of ?-carboline tethered imidazole derivatives. This expeditious catalyst-free strategy proceeds through the assembly of 1-formyl-9H-?-carbolines, glyoxal derivatives and ammonium acetate via the formation of concomitant four C?N bonds in a one-pot operation. The current approach has various advantages, including multicomponent nature, simple reaction conditions, short reaction time, broad substrate scope, and high product yield. Importantly, the ?-carboline tethered imidazole derivatives displayed excellent photophysical properties with quantum yield up to 90%. � 2023 Wiley-VCH GmbH.
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    Iodine-Catalysed Synthesis of ?-Carboline Tethered ?-Amino Amidines Through Ugi-Type Multicomponent Reaction
    (John Wiley and Sons Inc, 2022-09-15T00:00:00) Singh, Manpreet; Vaishali; Jamra, Rahul; Deepika; Kumar, Sunit; Singh, Virender
    A simple and efficient iodine catalysed protocol has been unfolded for the synthesis of novel ?-carboline C1-linked ?-amino amidines via one-pot assembly of 1-formyl ?-carbolines (Kumujian C analogues), anilines and isocyanides. This domino strategy proceeds through the formation of three C?N bonds in a single operation. The advantageous features of the developed methodology include one-pot synthesis, operational simplicity, high atom economy, broad substrate scope, multicomponent character, easy purification procedure (no column chromatography) and applicability towards gram scale synthesis. The scope of strategy has been demonstrated with the construction of a library of 32 novel ?-carboline tethered ?-amino amidines having three points of diversity. � 2022 Wiley-VCH GmbH.
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    Potassium Tert-Butoxide-Promoted Synthesis of Fluorescent ?-Carboline Tethered 1,3,5-Triazines and Assessment of Their Luminescent Properties
    (John Wiley and Sons Inc, 2021-07-05T00:00:00) Singh, Manpreet; Jamra, Rahul; Mehra, Saloni; Rattan, Sunita; Singh, Virender
    A transition metal-free, base-mediated efficient synthesis of novel ?-carboline C1(3) tethered triazines has been accomplished by using ?-carboline alkaloid; Kumujian C as a template for reaction with readily available amidines. The strategy has been found compatible with diverse 1(3)-formyl ?-carbolines and amidines, providing access to wide variety of novel ?-carboline linked 1,3,5-triazines in good to excellent yields. The methodology is also amenable to gram scale synthesis of triazines. The presented methodology features sustainable reaction conditions, clean and simple methodology, low environmental impact, wide substrate scope and high atom economy with good to excellent yields. Moreover, the light emitting properties of these fluorescent ?-carboline linked triazine derivatives were investigated for the first time where quantum yield (?F) up to 60% was obtained. � 2021 Wiley-VCH GmbH
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    Cu(II)-Catalysed Azide-Alkyne Cycloaddition Reaction towards Synthesis of ?-Carboline C1-Tethered 1,2,3-Triazole Derivatives
    (John Wiley and Sons Inc, 2021-04-27T00:00:00) Kumar, Sunit; Malakar, Chandi C.; Singh, Virender
    Indole and ?-carboline alkaloids exhibit diverse range of significant pharmacological properties as reflected by their contribution in drug-discovery. We have described the synthesis of hybrid molecules containing ?-carboline C1-linked 1,2,3-triazoles in moderate to good yields. The developed transformation was realized by using Cu(II)-catalysed click-reaction of diverse alkynes with in-situ derived rarely explored ?-carboline tethered aliphatic azides. These molecular hybrids also exhibited excellent fluorescence properties. � 2021 Wiley-VCH GmbH