Mechanochemical synthesis and characterizations of chalcone derivatives: (2E)-3-[4-(Benzyloxy)phenyl]-1-(thiophen-2-yl)prop ‑2-en-1-one and (2E)-3-(Anthracen-9-yl)-1- (thiophen-2-yl)prop‑2-en-1-one

Praveena, P.; Sarojini, B. K.; Kumar, Shankar

doi:10.1016/j.cdc.2019.100298

Cited by 5 publications

(6 citation statements)

References 22 publications

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“…The authors successfully applied this homemade single‐screw drill device to prepare chalcones 39 (Scheme 29), dihydropyrimidinones, thiones, pyrazoline (Scheme 30), and porphyrins (Scheme 31). The reactions were performed at room temperature in higher yields and shorter reaction times than similar mechanochemical protocols in commercial ball milling devices [161] …”

Section: Mechanochemistry Vs Solvent‐based Chemistrymentioning

confidence: 99%

“…The reactions were performed at room temperature in higher yields and shorter reaction times than similar mechanochemical protocols in commercial ball milling devices. [161] This widespread and straightforward automatic device combines the simplicity of the classical mortar with the reproducibility of the ball mills. The movement of the drill device, rotating (250 rpm) in the escape direction, imparts intense shear stress and turbulent levels, letting cavitation and intense mixing between reagents under the so generated highpressure conditions.…”

Section: Mechanochemistry Processes Performed With Homemade Single-sc...mentioning

confidence: 99%

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Mechanochemistry: New Tools to Navigate the Uncharted Territory of “Impossible” Reactions

et al. 2022

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Mechanochemical transformations have made chemists enter unknown territories, forcing a different chemistry perspective. While questioning or revisiting familiar concepts belonging to solution chemistry, mechanochemistry has broken new ground, especially in the panorama of organic synthesis. Not only does it foster new "thinking outside the box", but it also has opened new reaction paths, allowing to overcome the weaknesses of traditional chemistry exactly where the use of well-established solution-based methodologies rules out progress. In this Review, the reader is introduced to an intriguing research subject not yet fully explored and waiting for improved understanding. Indeed, the study is mainly focused on organic transformations that, although impossible in solution, become possible under mechanochemical processing conditions, simultaneously entailing innovation and expanding the chemical space.This publication is part of a joint Special Collection of Chemistry-Methods and ChemSusChem including invited contributions focusing on "Methods and Applications in Mechanochemistry". Please visit chemsuschem.org/ collections to view all contributions.

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Section: Mechanochemistry Vs Solvent‐based Chemistrymentioning

confidence: 99%

Section: Mechanochemistry Processes Performed With Homemade Single-sc...mentioning

confidence: 99%

Mechanochemistry: New Tools to Navigate the Uncharted Territory of “Impossible” Reactions

et al. 2022

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“…A common association is between solvent-free reactions and mechanochemical techniques, which include grinding and high-speed ball milling. These techniques are frequently used in the synthesis of chalcones and chalcone derivatives in academic research as well as in industrial applications allowing to reduce the consumption of high cost catalysts and shortening the reaction times ( Praveena et al, 2019 ; Zangade and Patil, 2020 ).…”

Section: Green Solvents For the Synthesis And Derivatization Of Chalc...mentioning

confidence: 99%

“…Praveena et al described two examples of reactions carried out through the use of pestle and mortar ( Praveena et al, 2019 ). As exemplified in Figure 2A , 4-(benzyloxy)benzaldehyde or 9-anthracenecarbaldehyde were mixed with 1-(thiophen-2-yl)ethanone and NaOH and then grinded with mortar and pestle for 10 min.…”

Section: Green Solvents For the Synthesis And Derivatization Of Chalc...mentioning

confidence: 99%

“…As exemplified in Figure 2A , 4-(benzyloxy)benzaldehyde or 9-anthracenecarbaldehyde were mixed with 1-(thiophen-2-yl)ethanone and NaOH and then grinded with mortar and pestle for 10 min. The formed solid chalcones were filtered off and re-crystallized from ethanol ( Praveena et al, 2019 ). Gomes et al used a laboratory device consisting of a single-screw drill (SSD) placed on top of a steel cylinder with a central hole, where the drill screw penetrates once operated.…”

Section: Green Solvents For the Synthesis And Derivatization Of Chalc...mentioning

confidence: 99%

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The green chemistry of chalcones: Valuable sources of privileged core structures for drug discovery

Marotta

Rossi²,

Ibba³

et al. 2022

Front. Chem.

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The sustainable use of resources is essential in all production areas, including pharmaceuticals. However, the aspect of sustainability needs to be taken into consideration not only in the production phase, but during the whole medicinal chemistry drug discovery trajectory. The continuous progress in the fields of green chemistry and the use of artificial intelligence are contributing to the speed and effectiveness of a more sustainable drug discovery pipeline. In this light, here we review the most recent sustainable and green synthetic approaches used for the preparation and derivatization of chalcones, an important class of privileged structures and building blocks used for the preparation of new biologically active compounds with a broad spectrum of potential therapeutic applications. The literature here reported has been retrieved from the SciFinder database using the term “chalcone” as a keyword and filtering the results applying the concept: “green chemistry”, and from the Reaxys database using the keywords “chalcone” and “green”. For both databases the time-frame was 2017–2022. References were manually selected based on relevance.

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Mechanochemical C−X/C−H Functionalization: An Alternative Strategic Access to Pharmaceuticals

Yang

et al. 2022

Eur J Org Chem

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In the pursuit of clean pharmaceutical production, chemists in medicinal industry require access to new sustainable methodologies to reduce and even eliminate pollution, which is mainly produced by the overuse of organic solvents during chemical synthesis of active pharmaceutical ingredients (APIs). In this context, the solvent-free/less mechanochemical functionalization of small molecules has gradually emerged as a powerful strategy for the green synthesis and modification of APIs, bioactive compounds, and functional materials. In this review, we present an overview of mechanochemical CÀ X/CÀ H functionalization applications to medicinal chemistry, involving cross-coupling, cross-dehydrogenative coupling, oxidative coupling (via CÀ H activation pathway), and direct coupling (via radical pathway) as key steps for the preparation of APIs and bioactive compounds.

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Mechanochemical synthesis and characterizations of chalcone derivatives: (2E)-3-[4-(Benzyloxy)phenyl]-1-(thiophen-2-yl)prop ‑2-en-1-one and (2E)-3-(Anthracen-9-yl)-1- (thiophen-2-yl)prop‑2-en-1-one

Cited by 5 publications

References 22 publications

Mechanochemistry: New Tools to Navigate the Uncharted Territory of “Impossible” Reactions

Mechanochemistry: New Tools to Navigate the Uncharted Territory of “Impossible” Reactions

The green chemistry of chalcones: Valuable sources of privileged core structures for drug discovery

Mechanochemical C−X/C−H Functionalization: An Alternative Strategic Access to Pharmaceuticals

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