Recent developments in the Hantzsch synthesis of dihydropyridines

Vala, Ruturajsinh M.; Patel, Hasmukh S.

doi:10.1016/bs.aihch.2023.04.001

Cited by 5 publications

(2 citation statements)

References 71 publications

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“…The Hantzsch multicomponent reaction [37][38][39][40][41] for the synthesis of dihydropyridines (also known as Hantzsch esters) is known for more than a century ago. The Hantzsch pyridine synthesis has become an important tool box for the medicinal chemists owing to the vast bioactivities of the dihydropyridines.…”

Section: Humic Acid In Hantzsch Dihydropyridine Synthesismentioning

confidence: 99%

Humic Acid: A Promising and Green Bioorganic Catalyst in Organic Syntheses

Swaraj Acharya,

Bhusan Parida

2024

ChemistrySelect

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The growing pollution and threat to the environment demand green synthetic methods. Green chemistry mainly focuses on minimizing the waste and utilization of green solvents, energy sources, and catalysts and prefers one‐pot reactions. In this context, humic acid (HA), a natural bioorganic catalyst found in rivers, peat coal and sewage; is a high molecular weight macromolecule containing multifunctional groups, mainly contains quinone, phenolic OH, and COOH groups which make it acidic and activate carbonyl groups by protonation. Owing to its green aspect such as biodegradability, recyclability and reusability, humic acid is considered as sustainable bioorganic catalyst which meets the criteria for industrial requirements. The HA is mild acidic in nature, thus many functional groups tolerate in the HA catalyzed reactions. After few initial reports in 2001 and 2009, the HA catalyzed reactions gained much attention by the organic synthetic community from 2019 in aldol condensation, Knoevenagel condensation, Claisen‐Schmidt reaction, Michael addition, Strecker synthesis, tetrazole synthesis, Hantzsch dihydropyridine synthesis, hydrosilylation of terminal alkenes, hydrogenation, α‐aminophosphonate synthesis, cross coupling reactions such as Heck and Suzuki coupling reactions. Herein we report the comprehensive analysis on the role of HA in organic transformations providing diverse array of molecular scaffolds till date and future perspective.

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Section: Humic Acid In Hantzsch Dihydropyridine Synthesismentioning

confidence: 99%

Humic Acid: A Promising and Green Bioorganic Catalyst in Organic Syntheses

Swaraj Acharya,

Bhusan Parida

2024

ChemistrySelect

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“…DES were intensively studied in various fields like CO 2 capture [ 23 ], organic and medicinal chemistry [ 24 , 25 , 26 ], green batteries [ 27 ], soft materials [ 28 , 29 ], or analytical sample preparation [ 30 , 31 ]. Considering marine resources, DES were usually described as powerful solvents for microalgal biomass pre-treatment in biofuel production [ 32 ].…”

Section: Introductionmentioning

confidence: 99%

Innovative Alkanediol-Based Eutectic Solvents for Extracting/Pre-Formulating Dermatologically Valuable Free Fatty Acids from Spirulina and Porphyridium Cakes

Wils,

Yagmur,

Bellin

et al. 2024

Marine Drugs

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The growing demand for phycobiliproteins from microalgae generates a significant volume of by-products, such as extraction cakes. These cakes are enriched with products of interest for the cosmetics market, namely free fatty acids, particularly polyunsaturated (PUFA). In this work, two cakes, one of spirulina and one of Porphyridium cruentum, were valorized using innovative natural hydrophobic deep eutectic solvents (NaDES) based on alkanediols. The most promising NaDES, as determined by physicochemical properties and screening, are mixtures of alkanediols and fatty acids. These include the mixtures of 1,3-propanediol and octanoic acid (1:5, mol/mol) and 1,3-propanediol and octanoic and decanoic acid (1:3:1, mol/mol). Two extractive processes were implemented: ultrasound-assisted extraction and an innovative mechanical process involving dual asymmetric centrifugation. The second process resulted in the production of extracts significantly enriched in PUFA, ranging from 65 to 220 mg/g dry matter with the two cakes. The extracts and NaDES demonstrated good safety with respect to epidermal keratinocyte viability (>80% at 200 µg/mL). The study of their impact on commensal and pathogenic cutaneous bacteria demonstrated significant effects on the viability of Staphylococcus aureus and Staphylococcus epidermidis (>50% decrease at 200 µg/mL) while preserving Corynebacterium xerosis and Cutibacterium acnes. These results highlight the potential of valorizing these co-products using alkanediol-based NaDES, in a strategy combining an active vector (NaDES) and a growth regulator extract, for the management of cutaneous dysbiosis involving staphylococci.

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Synthesis and characterization of novel biheterocyclic compounds from 3‐alkoxy‐1H‐pyrazole‐4‐carbaldehydes via multicomponent reactions

Savickienė,

Bieliauskas,

Belyakov

et al. 2024

Journal of Heterocyclic Chem

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Several series of novel biheterocyclic compounds have been synthesized starting from 3‐alkoxy‐1H‐pyrazole‐4‐carbaldehydes and employing different types of multicomponent reactions. The structures of the obtained 4‐(pyrazol‐4‐yl)pyrano[2,3‐c]pyrazole, 4‐(pyrazol‐4‐yl)pyrazolo[4′,3′:5,6]pyrano[2,3‐b]quinoline, 4‐(pyrazol‐4‐yl)pyridine, and 4‐[(pyrazol‐4‐yl)methylidene]‐1,2‐oxazole derivatives were thoroughly characterized and confirmed using detailed nuclear magnetic resonance spectroscopy (NMR), high‐resolution mass spectrometry (HRMS), infrared spectroscopy (IR), and X‐ray analysis.

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Recent developments in the Hantzsch synthesis of dihydropyridines

Cited by 5 publications

References 71 publications

Humic Acid: A Promising and Green Bioorganic Catalyst in Organic Syntheses

Humic Acid: A Promising and Green Bioorganic Catalyst in Organic Syntheses

Innovative Alkanediol-Based Eutectic Solvents for Extracting/Pre-Formulating Dermatologically Valuable Free Fatty Acids from Spirulina and Porphyridium Cakes

Synthesis and characterization of novel biheterocyclic compounds from 3‐alkoxy‐1H‐pyrazole‐4‐carbaldehydes via multicomponent reactions

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