Theoretical study of electronic structure and ionization spectrum of γ-pyrone DOI
А. Б. Трофимов, Э. К. Якимова, Е. В. Громов

и другие.

Журнал органической химии, Год журнала: 2023, Номер 59(10), С. 1363 - 1374

Опубликована: Дек. 15, 2023

Язык: Английский

Sustainable Resource Recovery from Dairy Waste: A Case Study of Hydrothermal Co-liquefaction of Acid Whey and Anaerobic Digestate Mixture DOI
Hanifrahmawan Sudibyo, Jefferson W. Tester

Energy & Fuels, Год журнала: 2023, Номер 37(4), С. 2897 - 2911

Опубликована: Янв. 27, 2023

Uncontrolled emission of carbon and nutrients due to mismanagement dairy waste leads global warming, eutrophication water bodies, aerosol pollution, acidification ecosystems. We studied hydrothermal liquefaction (HTL) sustainably recover resources by converting the wastes into carbon-dense biocrude oil a nutrient-rich aqueous-phase coproduct. evaluated acid whey as an alternative source catalyst, replacing acetic acid, for HTL anaerobically digested cattle manure (manure digestate). Using well-designed experiments, we investigated effects several factors on product formation fate elements well underlying chemistry. The included reaction temperature (280–360 °C), time (10–50 min), mixing ratio digestate (AW/MD 0–2), amount additional required, that is, specified based final feedstock pH between 3.5 5.5. experimental results suggested following optimal conditions enhanced maximal nutrient yield in coproduct: AW/MD 1.21, mixture 4.5, 354 °C 21 min, respectively. Under such conditions, was 40–50% (equivalent 60–80% energy recovery) via cyclic acetalization, hydroxymethylation, isomerization, Piancatelli rearrangement, oxidation, condensation with heteroatom removal deoxygenation denitrogenation mechanisms. Moreover, these provided adequate solubilize Mg-carbonate Ca-phosphate minerals catalyzed deamination N-heterocyclics other nitrogenous compounds, producing higher recoverable Mg, NH3-N, P, K coproduct, 60–70, 30–40, ∼40, >95%, This study demonstrated potential using coprocessing measurably valorize biomass key component achieving circular bioeconomy industry.

Язык: Английский

Процитировано

13

An Approach to Functionally Embellished o-Alkynylbenzoates or Furan-3(2H)-ones from Diynones and DMAD: Controlled Divergence and Product Selectivity DOI
Manas Jyoti Sarma,

K. A. Sudarshana,

Srihari Pabbaraja

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(6), С. 3945 - 3953

Опубликована: Март 2, 2023

The discovery of reaction regime controlled product diversification in a one-pot between diynones and dimethyl-1,3-acetonedicarboxylate (DMAD) to selectively furnish either functionally unique pentasubstituted o-alkynylbenzoates or fully substituted furan-3(2H)-ones is delineated. potential these two versatile platforms enter new utilitarian chemical space has also been explored.

Язык: Английский

Процитировано

12

Cyclization Reactions of In Situ-Generated Acyl Ketene with Ynones to Form Oxacycles DOI
Erandi Liyanage Perera, Donald J. Wink, Yanshu Luo

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(7), С. 4496 - 4502

Опубликована: Март 20, 2024

Acyl ketenes react with polar unsaturated functional groups to give unique heterocyclic rings, yet reactions unpolarized have not been reported. Herein, we describe two effective ring-forming between acetyl ketene and electron-deficient alkynes. The first reaction involves in situ tethering nucleophile-containing 1,3-diynones, which promotes sequential intramolecular 1,6/1,4-additions generate 2-methylene-2H-pyrans various yields (24–91%). other a zwitterionic intermediate generated from DABCO, undergoes Michael addition terminal alkynyl ketones 3-acyl-4-pyrones (11–79%).

Язык: Английский

Процитировано

4

Metal Nanoparticle‐Catalyzed Alkyne Cyclization for the Synthesis of Heterocycles DOI
Xiao Tang,

Yukang Jiang,

Liangliang Song

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(14), С. 3085 - 3104

Опубликована: Май 22, 2024

Abstract Heterocycles are important compounds existed in diverse advanced chemicals, functional materials, bioactive molecules and natural products. Different strategies through transition metal‐catalyzed alkyne cyclization have been developed to synthesize various heterocycles. The merger of metal nanoparticle catalysis has emerged as an approach By using different kinds catalysts, such gold, silver, copper palladium nanoparticles, a number heterocycles prepared with high yield selectivity green, sustainable highly efficient manner. This review summarizes discusses recent achievements nanoparticle‐catalyzed for the synthesis

Язык: Английский

Процитировано

4

The Construction of Polycyclic Pyridones via Ring-Opening Transformations of 3-hydroxy-3,4-dihydropyrido[2,1-c][1,4]oxazine-1,8-diones DOI Creative Commons
Viktoria V. Viktorova, Elena V. Steparuk, Дмитрий Л. Обыденнов

и другие.

Molecules, Год журнала: 2023, Номер 28(3), С. 1285 - 1285

Опубликована: Янв. 28, 2023

This work describes the synthesis of 3-hydroxy-3,4-dihydropyrido[2,1-c][1,4]oxazine-1,8-diones, their tautomerism, and reactivity towards binucleophiles. These molecules are novel convenient building-blocks for direct construction biologically important polycyclic pyridones via an oxazinone ring-opening transformation promoted with ammonium acetate or acetic acid. In case o-phenylenediamine, partial aromatization obtained heterocycles proceeded to form benzimidazole-fused (33-91%).

Язык: Английский

Процитировано

7

Electronic Conductance and Thermopower of Cross-Conjugated and Skipped-Conjugated Molecules in Single-Molecule Junctions DOI Creative Commons
Rebecca J. Salthouse, Juan Hurtado-Gallego, Iain Grace

и другие.

The Journal of Physical Chemistry C, Год журнала: 2023, Номер 127(28), С. 13751 - 13758

Опубликована: Июль 6, 2023

We report a combined experimental and theoretical study of series thiomethyl (SMe) anchored cross-conjugated molecules featuring an acyclic central bridging ketone their analogous skipped-conjugated alcohol derivatives. Studies these in gold|single-molecule|gold junction using scanning tunneling microscopy-break techniques reveal similar conductance (G) value for both the partners. Theoretical studies based on density functional theory optimum geometries reason this similarity conductance, as predicted compounds varies more with tilt angle. Thermopower measurements higher Seebeck coefficient (S) relative to derivatives, particularly high S biphenyl derivative 3a (-15.6 μV/K), increase threefold compared its analog. The behavior quantum interference (QI) is found be constructive, though appearance destructive QI feature due degeneracy HOMO orbital may explain enhancement molecule.

Язык: Английский

Процитировано

6

Regioselective Synthesis of 2‐Trimethylsilyl‐4H‐pyran‐4‐ones from 1‐Ethoxy(hydroxy)‐5‐(trimethylsilyl)pentenynones DOI
Alena S. Pankova, Pavel Golubev,

Ilia A. Molin

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(34)

Опубликована: Авг. 3, 2023

Abstract Exclusive formation of 5‐aryl‐2‐trimethylsilyl‐4 H ‐pyran‐4‐ones is accomplished by a regioselective cyclization 2‐aryl‐1‐ethoxy(hydroxy)‐5‐(trimethylsilyl)pent‐1‐en‐4‐yn‐3‐ones. This occurs in 6‐endo‐dig mode through addition to the β‐atom TMS substituted triple bond. The reaction was found be general for range ethoxyenynones upon heating glacial acetic acid and analogous hydroxyenynones diphenyl ether. Plausible mechanistic explanation possible post‐modifications resulting pyranones are offered.

Язык: Английский

Процитировано

6

Lewis acid-catalyzed chemo- and stereoselective addition of pyrroles to skipped diynones: en route to novel pyrrole-based ketocyanine dyes and alkyne-tethered enones DOI
Marina Yu. Dvorko, Igor А. Ushakov, Dmitrii A. Shabalin

и другие.

Dyes and Pigments, Год журнала: 2024, Номер 229, С. 112293 - 112293

Опубликована: Июнь 18, 2024

Язык: Английский

Процитировано

2

Synthesis of Nitrogen- and Oxygen-Containing Heterocycles Catalysed by Metal Nanoparticles Reported in 2022 DOI
Tejas M. Dhameliya, Disha D. Shah, Aayushi C. Shah

и другие.

Synlett, Год журнала: 2024, Номер 35(14), С. 1669 - 1697

Опубликована: Янв. 3, 2024

Abstract The versatility of aza- and oxa-heterocyclic compounds has garnered significant attention in recent times. A large number currently approved pharmaceutical products include nitrogen- oxygen-containing heterocycles. Recent nanotechnological developments have propelled an upsurge the applications nanocatalysis for heterocyclic synthesis. Metal nanoparticles (MNPs) emerged as promising catalysts synthesis oxa-heterocycles owing to their unique physicochemical properties. Various MNPs including gold, silver, nickel palladium been evaluated catalytic activities different reaction types, cyclisation, coupling, hydrogenation oxidative transformations. exhibited remarkable efficiency when utilised under optimal conditions. These showcased high reusability recyclability, yielding satisfactory amounts desired compound. present work provides a detailed overview advances area MNP-assisted synthetic construction oxa-heterocycles, published during previous calendar year, 2022. review serves valuable resource also paves way future investigations development novel strategies heterocycle 1 Introduction 2 Nanocatalysis 3 Aza- Oxa-Heterocycle Synthesis Catalysed by 3.1 AuNPs 3.2 CuNPs 3.3 CoNPs 3.4 FeNPs 3.5 NiNPs 3.6 PdNPs 3.7 PtNPs 3.8 SiNPs 3.9 ZnNPs 3.10 Bimetallic NPs 3.11 Other 4 Summary Outlook

Язык: Английский

Процитировано

1

Divergent Sequential Reactions of β‐(2‐Aminophenyl)‐α,β‐ynones with Malonyl Chloride DOI
Vincenzo Marsicano,

Gianpaolo Marraffa,

Marco Chiarini

и другие.

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(45)

Опубликована: Ноя. 9, 2022

Abstract A viable one‐pot synthesis of challenging 4H ‐[3,4‐ c ]quinolone‐4,5( 6H )‐diones by the reaction β‐(2‐aminophenyl)‐α,β‐ynones with ethyl malonyl chloride is described. Their further elaboration in presence an excess 40 % methyl amine aqueous solution EtOH gives benzo[ ][2,7]naphthyridine‐4,5( 3H , pharmacological interest high yields. The product selectivity control divergent sequentia l condensation / C‐annulation intramolecular transesterification vs O‐annulation ring opening reactions under metal free conditions has been addressed.

Язык: Английский

Процитировано

3