L-Tyrosine as an Eco-Friendly and Efficient Catalyst for Knoevenagel Condensation of Arylaldehydes with Meldrum’s Acid in Solvent-Free Condition under Grindstone Method

Thirupathi, G.; Venkatanarayana, M.; Dubey, P. K.; Kumari, Y. Bharathi

doi:10.1155/2012/191584

Cited by 16 publications

(9 citation statements)

References 33 publications

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“…(1) applied green chemistry principles to the well-established Knoevenagel and Knoevenagel-Doebner condensation reactions of cinnamates [38][39][40][41] to develop a synthetic route to barbiturics; 38,39,[41][42][43][44][45][46][47][48][49][50][51] (2) explored the photophysical properties of these barbiturics using steady-state and ultrafast transient absorption spectroscopies to gain insight into the light-to-heat generating pathways; (3) complemented these experiments with time-dependent density functional theory (TDDFT) and DFT/multireference configuration interaction (DFT/MRCI) calculations to describe these molecular relaxation pathways more fully; and (4) used in silico approaches to explore the potential toxicity of the barbiturics on humans. 52,53 Experimental and Computational Methods…”

Section: Introductionmentioning

confidence: 99%

Towards developing novel and sustainable molecular light-to-heat converters

et al. 2021

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Section: Introductionmentioning

confidence: 99%

Towards developing novel and sustainable molecular light-to-heat converters

et al. 2021

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“…It is pertinent to mention here that Knoevenagel condensation is a facile and versatile method for the formation of acrylonitrile derivatives [42][43][44]. In the quest to achieve higher efficiency several catalysts have been employed viz Brønsted acid catalysts [45], Lewis acids such as MgBr 2 · OEt 2 [46], SnCl 2 [47], Al 2 O 3 [48] ionic liquids [C 6 [51], ethylammonium nitrate (EAN) [52] and silica supported acid catalyst [53,54].…”

Section: Introductionmentioning

confidence: 99%

Silica Bonded N-(Propylcarbamoyl)sulfamic acid (SBPCSA) Mediated Expeditious Approach to C–C Bond Formation: An Innovative Pathway for Acrylonitrile Derivatives

et al. 2016

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A new silica bonded N-(propylcarbamoyl)sulfamic acid (SBPCSA) catalyst has been prepared for the highly efficient synthesis of a series of acrylonitrile derivatives via solvent-free facile Knoevenagel condensation between differently substituted heterocyclic/aromatic aldehydes 1 (a-o) and 2-thiopheneacetonitrile (2). The catalyst was characterized by FT-IR, SEM-EDX and XRD techniques. The thermal stability of the catalyst was evaluated with TGA and DT analysis. The remarkable features of the present protocol are solvent free synthesis, recyclability of the catalyst, mild reaction conditions, shorter reaction profile, excellent yield of products with applicability to broader substrate scope (electron rich and electron deficient) and exclusive formation of E-isomer of the product. DFT calculations also revealed that E-isomer of compound 3f is stabilized by 12.53 kcal mol −1 more than the Z-isomer. Graphical AbstractEfficient and economical synthesis of acrylonitrile derivatives. H O Ar S CN Solvent-free Stirring/ 80 o C Examples:15 Yield: 92-98%

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“…Meldrum's acid, which results from the condensation of acetone and malonic acid, a bio-based occurring organic acid, possesses a specific reactivity thanks to its highly acidic proton in α of the two esters functions. Knoevenagel reaction resulting from the condensation between Meldrum's acid and an aldehyde is widely described in the literature and usually does not require the use of a base [29,30]. Different reaction conditions have been investigated in the presence of ionic liquids [31] or in PEG-400 [32].…”

Section: Sustainable Synthesismentioning

confidence: 99%

Innovative Bio-Based Organic UV-A and Blue Light Filters from Meldrum’s Acid

et al. 2020

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Faced with the ban of some organic UV filters such as octinoxate or avobenzone, especially in Hawaii, it became essential to offer new alternatives that are both renewable and safe for humans and the environment. In this context, a class of bio-based molecules displaying interesting UV filter properties and great (photo)stability has been developed from Meldrum’s acid and bio-based and synthetic p-hydroxycinnamic acids, furans and pyrroles. Moreover, p-hydroxycinnamic acid-based Meldrum’s derivatives possess valuable secondary activities sought by the cosmetic industry such as antioxidant and anti-tyrosinase properties. The evaluation of the properties of mixture of judiciously chosen Meldrum’s acid derivatives highlighted the possibility to modulate secondary activity while maintaining excellent UV protection. Meldrum’s acid derivatives are not only competitive when benchmarked against organic filters currently on the market (i.e., avobenzone), but they also do not exhibit any endocrine disruption activity.

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L-Tyrosine as an Eco-Friendly and Efficient Catalyst for Knoevenagel Condensation of Arylaldehydes with Meldrum’s Acid in Solvent-Free Condition under Grindstone Method

Cited by 16 publications

References 33 publications

Towards developing novel and sustainable molecular light-to-heat converters

Towards developing novel and sustainable molecular light-to-heat converters

Silica Bonded N-(Propylcarbamoyl)sulfamic acid (SBPCSA) Mediated Expeditious Approach to C–C Bond Formation: An Innovative Pathway for Acrylonitrile Derivatives

Innovative Bio-Based Organic UV-A and Blue Light Filters from Meldrum’s Acid

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