One-pot Research Articles

Cycloaddition and Skeleton Rearrangement of Heterocyclic Ketene Aminals (HKAs) with 1-Diazonaphthalen-2(1H)-ones for the Synthesis of Functionalized 1,2,3-Triazoles.

We developed a protocol for the synthesis of highly functionalized 5,6-dihydro-imidazo[1,2-c][1,2,3]triazole derivatives 4-5 (DHITs) from 1-diazonaphthalen-2(1H)-one derivatives with heterocyclic ketene aminals (HKAs). This strategy involved cycloaddition and skeletal rearrangement entailing the heating of a mixture of substrates 1 with HKAs 2-3 and THF without any catalyst. As a result, a series of DHITs 4-5 were produced by cleaving one bond (1 C═N bond) and forming three bonds (1 N-N and 2 C-N bonds) in a single step. This protocol achieved the dual functionalization of diazo building blocks involving both the aromatic nitrogen alkylation reaction to form an ArC-N bond without any metal catalyst and the intermolecular cycloaddition of the N═N bond. These strategies can be used to synthesize functionalized DHITs for combinatorial and parallel syntheses via one-pot reactions without any catalyst.

One Pot Synthesis of Phosphomolybdenate Based Hybrids for Efficient Oxidative Desulfurization

With increasing stringent standard of sulfur content in fuels, there is a growing need for high-efficiency deep desulfurization to meet ecological and environmental demands. Herein, a series of heteropolyacid catalysts with phosphomolybdic acid base melamine (MHPMo-n) were synthesized by one-pot method and applied to oxidative desulfurization. Further, the optimum conditions for desulfurizations could be explored, which the desulfurization rate of the catalyst could reach 100% within 60 min under the conditions of m(catalyst)= 0.01 g, T = 40 °C, O/S = 3. Furthermore, the catalyst demonstrated excellent catalytic efficiency during the five cycles. One-pot method of phosphomolybdic acid base melamine provides a new idea for the synthesis of catalysts with outstanding catalytic properties for oxidative desulfurization (ODS).

One-Pot Sustainable Synthesis of Highly Substituted Pyrimidines via Acceptorless Dehydrogenative Annulation of Alcohols Using Pincer Ni(II)-NNS Catalysts.

We report an efficient and sustainable synthesis of highly substituted pyrimidines promoted by nickel(II)-NNS pincer-type complexes via acceptorless dehydrogenative annulations of readily available alcohols, malononitrile, and guanidine/benzamidine salt under eco-friendly conditions for the first time. Different sets of Ni(II) complexes (C1-C3) encapsulated in NNS pincer-type thiosemicarbazone ligands have been synthesized and authenticated by analytical and spectroscopic (Fourier transform infrared, nuclear magnetic resonance, and high-resolution mass spectrometry) techniques. The solid state three-dimensional structure of a representative complex (C2) has been determined with the aid of single crystal XRD analysis and confirms a square planar architecture around the nickel ion. Further, the well-defined Ni(II) complexes have been employed as efficient catalysts for the fabrication of a wide range of 4-aminopyrimidine-5-carbonitrile derivatives (33 examples) from readily available alcohols with suitable coupling partners such as malononitrile and guanidine/benzamidine under eco-friendly conditions. The current catalytic approach affords maximum yields up to 95% utilizing 3 mol % catalyst loading and water/hydrogen as the only byproduct. A feasible catalytic pathway has been proposed based on the different control experiment reactions, which clearly indicate that the coupling reaction proceeds via aldehyde and benzylidenemalononitrile intermediates. The practicability of the current protocol has been demonstrated by the large-scale synthesis of one of the products, 4-amino-2,6-diphenylpyrimidine-5-carbonitrile, and a short synthesis of a cytosine antifungal analogue.

Green Chemistry and In silico Techniques for Synthesis of Novel Pyranopyrazole and Pyrazolo-pyrano-pyrimidine Derivatives as Promising Antifungal Agents.

Every year Invasive Fungal Infections (IFI) are globally affecting millions of people. Candida albicans and Aspergillus niger have been reported as the most infectious and mortality-inducing fungal strains among all pathogenic fungi. To tackle this problem in the current study Pyranopyrazoles and Pyrazolopyrano- pyrimidine derivatives were developed using molecular hybridization, green chemistry and one-pot multicomponent reaction. In the present work, New Chemical entities (NCE's) were developed on the basis of Structure activity relationship. All designed NCE's were screened for ADMET studies using the QikProp module of Schrodinger software. NCE's with zero violations were further docked on the crystal structure of 14α demethylase, cytochrome P450 and thymidine synthase (PDB ID: 5V5Z, 7SHI, 1BID). Selected molecules were synthesized using green chemistry techniques and evaluated for in vitro antifungal activity against Candida albicans and Aspergillus niger. Designed NCE's (B1-12 and C1-11) showed favorable results in ADMET studies. In the docking study six compounds from series-B and five molecules from series- C showed good dock score and binding interaction when compared with the standard drugs. Compounds B-3 and C-4 showed the highest zone of inhibition activity against Candida albicans, where as B-1 and C-3 had shown highest zone of inhibition activity against Aspergillus niger. Bicyclic ring (series B) showed better activity as compare to fused tricyclic ring (series C).

Facile one-pot fabrication of multifunctional silver nanoparticles utilizing biowaste for efficient pollutant degradation, heavy metal sensing, and bactericidal activity

Citrus peels constitute around 8-10% of total fruit biomass and are an abundant source of functional organic compounds, however, they are commonly regarded as waste and discarded. This study presents a facile one-pot synthesis method for the fabrication of multifunctional silver nanoparticles using the biowaste as a reducing, capping, and stabilizing agent for the synthesis. The utilization of biowaste not only aligns with sustainable practices but also imparts unique characteristics to the nanoparticles for diverse functionalities. Extensive spectroscopic and microscopic characterization validate the stability of the resulting AgNPs with an average diameter of 40nm. The synthesized nanoparticles exhibit enhanced catalytic activities for complete degradation of toxic nitroaromatic pollutant 4-nitrophenol within 21 min. Additionally, the sensing capabilities of AgNPs render them highly sensitive to heavy metal mercury, offering potential applications in environmental monitoring. Furthermore, the AgNPs demonstrate comprehensive bactericidal properties tested against S. aureus at 0.0625 mg/mL, highlighting their potential in biomedical applications. Moreover, density-functional theory (DFT) studies were performed to compare the reducing and stabilizing characteristics of the main components present in the fruit peel extract, with ferulic acid identified as theoretically the most potent compound. This research introduces a promising avenue for the development of versatile nanoparticles with multifaceted properties utilizing the potential of biowaste to address crucial challenges in environmental remediation.

Nanostructured Iron (III)-Copper (II) Binary Oxide as a Highly Efficient Magnetically Recoverable Nanocatalyst for Facile One-pot Synthesis of 2, 4, 5-trisubstituted Imidazole and 1, 4-dihydro Pyridine Derivatives under Solvent-free Conditions

Abstract: The Fe (III)-Cu (II) binary oxide magnetic nanocatalyst emerges as an environmentally friendly and highly efficient solid acid catalyst, demonstrating remarkable utility in the one-pot synthesis of 2, 4, 5-trisubstituted imidazole and 1,4-dihydropyridine compounds, all achieved under solvent-free conditions. A facile co-precipitation method was used to synthesize nanostructured Fe-Cu binary oxide. Notably, this Fe-Cu binary oxide magnetic nanocatalyst proves its eco-friendly credentials as an exceptionally efficient and reusable catalyst, offering ease of handling, recovery, and multiple uses with minimal reactivity loss. Furthermore, the Fe (III)-Cu (II) binary oxide magnetic nanocatalyst's magnetic separability enhances its practicality, allowing for effortless catalyst retrieval after reactions. Significantly, the structural characteristics are meticulously elucidated through advanced analytical techniques, including 1H and 13C nuclear magnetic resonance (NMR) spectroscopy. This work presents a versatile and sustainable solution for catalysis, with wide-reaching implications for green chemistry and the development of reusable, efficient catalysts for organic synthesis. The exceptional performance and eco-friendliness of the Fe-Cu binary oxide magnetic nanocatalyst underscore its practical significance. Fe-Cu binary oxide magnetic nanocatalyst exhibits the highest catalytic activity compared to others. The employment of this catalyst consistently delivers excellent yields in the target reactions, highlighting its potential to contribute positively to sustainable chemical processes.

A melanin-like polymer bearing phenylboronic units as a suitable bioplatform for living cell display technology.

Surface display of functional groups with specific reactivity around living cells is an emerging, low cost and highly eco-compatible technology that serves multiple applications, ranging from basic biochemical studies to biomedicine, therapeutics and environmental sciences. Conversely to classical methods exploiting hazardous organic synthesis of precursors or monovalent functionalization via genetics, here we perform functional decoration of individual living microalgae using suitable biocoatings based on polydopamine, a melanin-like synthetic polymer. Here we demonstrate the one-pot synthesis of a functional polydopamine bearing phenylboronic units which can decorate the living cell surfaces via a direct ester formation between boronic units and surface glycoproteins. Furthermore, biosorption of fluorescent sugars on functionalized cell membranes is triggered, demonstrating that these organic coatings act as biocompatible soft shells, still functional and reactive after cell engineering.

High-throughput determination of RNA tertiary contact thermodynamics by quantitative DMS chemical mapping.

Structured RNAs often contain long-range tertiary contacts that are critical to their function. Despite the importance of tertiary contacts, methods to measure their thermodynamics are low throughput or require specialized instruments. Here, we introduce a new quantitative chemical mapping method (qMaPseq) to measure Mg2+-induced formation of tertiary contact thermodynamics in a high-throughput manner using standard biochemistry equipment. With qMaPseq, we measured the ΔG of 98 unique tetraloop/tetraloop receptor (TL/TLR) variants in a one-pot reaction. These results agree well with measurements from specialized instruments (R2=0.64). Furthermore, the DMS reactivity of the TL directly correlates to the stability of the contact (R2=0.68), the first direct evidence that a single DMS reactivity measurement reports on thermodynamics. Combined with structure prediction, DMS reactivity allowed the development of experimentally accurate 3D models of TLR mutants. These results demonstrate that qMaPseq is broadly accessible, high-throughputand directly links DMS reactivity to thermodynamics.

Activation of Peroxymonosulfate by Co-Ni-Mo Sulfides/CNT for Organic Pollutant Degradation

To explore advanced oxidation catalysts, peroxymonosulfate (PMS) activation by Co-Ni-Mo/carbon nanotube (CNT) composite catalysts was investigated. A compound of NiCo2S4, MoS2, and CNTs was successfully prepared using a simple one-pot hydrothermal method. The results revealed that the activation of PMS by Co-Ni-Mo/CNT yielded an exceptional Rhodamine B decolorization efficiency of 99% within 20 min for the Rhodamine B solution. The degradation rate of Co-Ni-Mo/CNT was 4.5 times higher than that of Ni-Mo/CNT or Co-Mo/CNT, and 1.9 times as much than that of Co-Ni/CNT. Additionally, radical quenching experiments revealed that the principal active groups were 1O2, surface-bound SO4•−, and •OH radicals. Furthermore, the catalyst exhibited low metal ion leaching and favorable stability. Mechanism studies revealed that Mo4+ on the surface of MoS2 participated in the oxidation of PMS and the transformation of Co3+/Co2+ and Ni3+/Ni2+. The synergism between MoS2 and NiCo2S4 reduces the charge transfer resistance between the catalyst and solution interface, thus accelerating the reaction rate. Interconnected structures composed of metal sulfides and CNTs can also enhance the electron transfer process and afford sufficient active reaction sites. Our work provides a further understanding of the design of multi-metal sulfides for wastewater treatment.

Magnesium(II) Porphyrazine with Thiophenylmethylene Groups-Synthesis, Electrochemical Characterization, UV–Visible Titration with Palladium Ions, and Density Functional Theory Calculations

The presented studies aimed to evaluate the peripheral coordinating properties of a novel porphyrinoid family representative preceded by its synthesis for potential sensing purposes. Two synthetic pathways were employed to a obtain maleonitrile derivative, further used as a starting material in the cyclotetramerization reaction. In the first one, DAMN was used in sequential double-reductive alkylation with 2-thiophene-carboxyaldehyde and sodium borohydride. In the second, DAMN was used in a one-pot reaction with 2-thiophene-carboxyaldehyde in the presence of a 5-ethyl-2-methylpyridine borane complex in methanol and acetic acid. Following the Linstead approach, the cyclization reaction led to a novel symmetrical magnesium(II) octaaminoporphyrazine with methyl(2-thiophenylmethylene) substituents. The macrocycle’s electrochemical properties were assessed by cyclic and differential pulse voltammetries revealing one reduction and two oxidation peak potentials. The additional spectroelectrochemical measurements showed formation of a cationic form of the macrocycle at an applied potential of 0.6 V. The coordinating properties due to the palladium ion of novel porphyrazines were measured with the use of titration combined with UV–vis spectrometry. The titration of Pd2+ revealed the good sensing activity of porphyrazine in the range of 0.1 to 5 palladium molar equivalents. In addition, Pd2+ ions coordination was also assessed by electrochemical studies, indicating the peak potential shift of 0.1 V in the presence of metal cations. DFT calculations showed the good agreement between theoretical and experimental data in the UV–vis and 1H NMR studies.

Synthesis of Indenone-Fused Pyran Derivatives from Aryl Enaminones and Cyclopropenones through Unsymmetrical Relay C-H Bond Activation and Double C-C/C-O Bond Formation.

Presented herein is a novel synthesis of indenone-fused pyran derivatives via the cascade reactions of aryl enaminones with cyclopropenones. The formation of products involves a one-pot cascade procedure consisting of aryl C-H bond and enamine C-H bond functionalization along with C-C bond cleavage of cyclopropenone and 1,3-rearrangement of the in situ-formed allylic alcohol moiety followed by intramolecular O-nucleophilic addition and Me2NH elimination. To our knowledge, this is the first synthesis of indenone-fused pyran derivatives via simultaneous formation of both indenone and pyran scaffolds through concurrent unsymmetrical relay C-H bond activation and double C-C/C-O bond formation. Moreover, the usefulness of this method is further showcased by its suitability for large-scale synthetic scenarios and diverse transformations of products.

One-pot hydrothermal synthesis of transition metal sulfides-decorated CuS microflower-like structures for electrochemical CO2 reduction to CO

Electrochemical CO2 reduction (ECR) to value-added products is regarded as a sustainable strategy to mitigate global warming and energy crisis, and designing highly efficient and robust catalysts is essential. In this work, transition metal sulfides (TMS)-decorated CuS microflower-like structures were prepared via the one-pot hydrothermal synthesis method for ECR to CO, and the influence of TMS doping on ECR performance was demonstrated. Characterization of the catalysts was performed using XRD, FESEM-EDS, N2 physisorption, and XPS, revealing the successful loading of TMS, the formation of microflower-like architectures and the generation of sulfur vacancies. Electrochemical tests demonstrated that doping ZnS, Bi2S3, CdS and MoS2 improved the intrinsic CO2 reduction activity of the CuS catalyst. Particularly, the MoS2-CuS composite catalyst with imperfect petal-like structure showed uniform distribution of edge Mo sites, which worked synergistically with the formed grain boundaries (GBs) and undercoordinated S vacancy sites in promoting CO2 activation, stabilizing *COOH adsorption, facilitating *CO desorption, and lowering the energy barrier of the potential-limiting step for improved CO selectivity. The MoS2-CuS catalyst achieved a maximum CO selectivity of 83.2% at –0.6 V versus the reversible hydrogen electrode (RHE) and a high CO cathodic energetic efficiency of 100%. At this potential, the catalyst maintained stable catalytic activity and CO selectivity during a 333-min electrolysis process. The findings will offer a promising avenue for the development of efficient and stable catalysts for CO production from ECR.

Tandem One-Pot Biocatalytic Oxidation and Wittig Reaction in Water.

We explore biocatalytic aldehyde generation under aqueous conditions, concomitantly delivering access to a one-pot Wittig reaction using stabilized phosphoranes and granting diverse alkene products. Using a recombinant choline oxidase mutant, we first undertake biocatalytic alcohol oxidation across a range of functional aliphatic primary alcohols, demonstrating a remarkable substrate tolerance for this enzyme, including chloride, bromide, azide, S-methyl, and alkynyl groups. Following this, we extend capability and deliver a practicable milligram-scale one-pot Wittig reaction in water.

Biocatalysis enables the scalable conversion of biobased furans into various furfurylamines

Biobased furans have emerged as chemical building blocks for the development of materials because of their diverse scaffolds and as they can be directly prepared from sugars. However, selective, efficient, and cost-effective scalable conversion of biobased furans remains elusive. Here, we report a robust transaminase (TA) from Shimia marina (SMTA) that enables the scalable amination of biobased furanaldehydes with high activity and broad substrate specificity. Crystallographic and mutagenesis analyses provide mechanistic insights and a structural basis for understanding SMTA, which enables a higher substrate conversion. The enzymatic cascade process established in this study allows one-pot synthesis of 2,5-bis(aminomethyl)furan (BAMF) and 5-(aminomethyl)furan-2-carboxylic acid from 5-hydroxymethylfurfural. The biosynthesis of various furfurylamines, including a one-pot cascade reaction for BAMF generation using whole cells, demonstrates their practical application in the pharmaceutical and polymer industries.

Fe3O4@SiO2@NTMPThio-Cu: a sustainable and eco-friendly approach for the synthesis of heterocycle derivatives using a novel dendrimer template nanocatalyst

In this research, Fe3O4@SiO2@NTMPThio-Cu was introduced as a novel and green heterogeneous nanocatalyst with a dendrimer template that is environmentally friendly and reusable based on Fe3O4@SiO2. In this way, magnetic silica nanoparticles were first modified with cyanuric chloride, followed by melamine and thiosemicarbazide, and ultimately, it’s decorated with the cost-effective metal copper. The synthesized nanocatalyst was characterized by various analyses such as FT-IR, XRD, SEM, TGA, and EDX. The efficiency of Fe3O4@SiO2@NTMPThio-Cu was measured in one-pot synthesis of xanthene and spirooxindole-pyran derivatives under mild solvent-free conditions. High efficiency, excellent yield of products, mild reaction conditions, simple operation, no use of toxic organic solvents, and reusability of this catalyst increase the attractiveness of this technique for large-scale environmentally friendly operations.

A Novel One-Pot Three-Component Approach to Orthoaminocarbonitrile Tetrahydronaphthalenes Using Triethylamine (Et_3N) as a Highly Efficient and Homogeneous Catalyst Under Mild Conditions and Investigating Its Anti-cancer Properties Through Molecular Docking Studies and Calculations

An efficient and environmentally friendly method for the one-pot synthesis of ortho-aminocarbonitrile tetrahydronaphthalenes has been developed in the presence of triethylamine (Et3N) as a homogeneous catalyst. The multicomponent reactions of benzaldehydes, cyclohexanone and malononitrile were carried out under mild conditions to obtain some ortho-aminocarbonitrile tetrahydronaphthalene derivatives. A broad range of structurally diverse benzaldehydes were applied successfully, and corresponding products (4A-L) were obtained in good to excellent yields (87-98%) in very short times (10-25 minutes). The present approach provides several advantages including simple workup, high yields, very mild reaction conditions, short reaction times, little catalyst loading and not requiring specialized equipment. Furthermore, with the help of computational chemistry and drug design methods, the anti-cancer properties of these compounds were studied and investigated. All the synthesized compounds bind to an agonist at the active site of the 3A8P protein, which leads to the inactivation of this protein and produces beneficial effects during cancer treatment. In synthesized compounds, the ligands establish hydrogen bonds with leucine A:728 residues through nitrogen, which has a very special and vital role in biological sciences and pharmaceutical connections. In this study, it was found that these compounds have the potential to become an oral anti-cancer drug.

One-pot synthesis of copolymers through the application of the thermally reversible furan/maleimide Diels–Alder reaction. 2. preparation of polyester–polyurethane copolymers

One-pot synthesis of copolymers through the application of the thermally reversible furan/maleimide Diels–Alder reaction. 2. preparation of polyester–polyurethane copolymers

Self-Crosslinking AuNPs Composite Hydrogel Bolus for Radiophotothermal Therapy.

Radiophotothermal therapy is a promising treatment for superficial tumors. Traditional radiotherapy requires tissue boluses on the patient's skin to increase therapeutic effectiveness due to the dose-buildup effect of high-energy radiation. However, combining radiotherapy with photothermal therapy leads to uncertainties as the low-penetration near-infrared light dose is reduced after penetrating the bolus. To enhance precision and effectiveness, this study introduces a novel bolus made of AuNPs@poly(AM-THMA-DMAEMA) composite hydrogel. This hydrogel is prepared through a one-pot method involving the reduction of trihydrate chloroauric acid (HAuCl4·3H2O) and copolymerization of acrylamide (AM) and N-[Tris(hydroxymethyl)methyl]acrylamide (THMA) in a redox system with dimethylaminoethyl methacrylate (DMAEMA) and potassium persulfate (KPS). The gold nanoparticles (AuNPs) improve the mechanical strength (tensile strength of 320.84 kPa, elongation at break of 830%) and antibacterial properties (>99% against Staphylococcus aureus). The local surface plasmon resonance (LSPR) effect of AuNPs enables the hydrogel to absorb near-infrared light for precise monitoring of the infrared radiation dose. The hydrogel's biocompatibility is enhanced by the absence of additional crosslinking agents, and its excellent surface adhesion strength is due to numerous hydrogen bonds and electrostatic interactions. This study offers new possibilities for nanoparticle composite hydrogels as tissue boluses, achieving high precision and efficiency in radiophotothermal therapy.

A fluorescent probe for the detection of Al (III) based on a novel unsymmetrical trisubstituted 1,3,5-triazine

A highly selective and sensitive assay for Al (III) has been reported. A series of unsymmetrical trisubstituted 1,3,5-triazine compounds were synthesized using a one-pot method, in which probe 8-((4,6-diphenyl-1,3,5-triazin-2-yl)oxy)quinoline (2a) utilized for the detection of aluminum ions. The fluorescence characteristics of the 2a probe were then thoroughly studied, including its selectivity towards various metal ions, solvent effects, ion interference testing, response time, maximum detection limit, Job’s curve analysis, and research on the reversibility of EDTA. The linearity of the fluorescence concentration titration was found to be good within the range of 100–300 μM with R2 = 0.981 for Al3+. The minimum detection limit was determined to be 0.29 μM and the response time was only 10 s. These results indicate that probe 2a exhibits a specific response to Al3+ and holds great potential for application in aluminum ion detection.

A bifunctional catalyst from waste eggshells and its application in biodiesel synthesis from waste cooking oil

Improvement in biofuel synthesis technology could facilitate widespread utilization of biodiesel, and an efficient operation in terms of cost. Catalyst enhancement through mineralization of waste biogenic material is vital for biodiesel production. In this study, biodiesel production was from waste cooking oil (WCO) using a bifunctional catalyst synthesized from waste eggshells and ferric sulfate. The CaO precursor developed from calcined eggshell at 800 °C for 3 h was impregnated with ferric sulfate at a ratio of 1:1. The Bifunctional catalyst synthesized was characterized using an X-ray diffractometer, scanning electron microscopy, Fourier transform infrared spectroscopy and energy-dispersive X-ray analysis. The bifunctional catalyst was applied in a one-pot reaction of WCO and methanol to produce biodiesel. The reaction was modeled using the Taguchi orthogonal array design to maximize biodiesel production. The heterogeneous catalyst contained Ca (20.7 %), Fe (18.5 %), S (4.5 %), and O (54.8 %). The identified crystalline phases are CaSO4/Fe2O3 and CaSO4.0.5H2O/Fe2O3. A maximum biodiesel yield of 89.94 wt% was observed under the operating conditions of methanol/oil molar of 5:1, time of 45 min, temperature of 70 °C, and catalyst amount of 4 wt%. The reusability of the catalyst was established for (four) 4 cycles without further treatment. The synthesized biodiesel met the standard specifications. Hence, the synthesized catalyst proved effective in the transesterification of oil with a moderately high free fatty acid, thereby the bifunctional catalyst could expedite biodiesel production from waste cooking oil, and this biofuel could serve as fuel in powering diesel engines.