Efficient modification of peroxydisulfate oxidation reactions of nitrogen-containing heterocycles 6-methyluracil and pyridine

• Alfiya R. Gimadieva,
• Yuliya Z. Khazimullina,
• Aigiza A. Gilimkhanova and
• Akhat G. Mustafin

Beilstein J. Org. Chem. 2024, 20, 2599–2607, doi:10.3762/bjoc.20.219

• temperature, concentrated H2SO4 was slowly added until pH 6–7 according to litmus paper and left standing overnight (12 h). The precipitated crystals were filtered off, washed with water, acetone, and dried in air. The crude product was recrystallized from water with activated carbon. The yield of compound 2

Negishi-coupling-enabled synthesis of α-heteroaryl-α-amino acid building blocks for DNA-encoded chemical library applications

• Matteo Gasparetto,
• Balázs Fődi and
• Gellért Sipos

Beilstein J. Org. Chem. 2024, 20, 1922–1932, doi:10.3762/bjoc.20.168

• subsequent re-esterification was necessary to achieve the desired ketoester. Reduction of the oximes Oximes are commonly reduced to the corresponding amines using either palladium on activated carbon and hydrogen gas [65][66][67][68], or with zinc and a Brønsted acid as source of hydrogen [68][69]. Both

Spin and charge interactions between nanographene host and ferrocene

• Akira Suzuki,
• Yuya Miyake,
• Ryoga Shibata and
• Kazuyuki Takai

Beilstein J. Org. Chem. 2024, 20, 1011–1019, doi:10.3762/bjoc.20.89

• -magnetic guest molecule to activated carbon fibers (ACFs) as a nanographene-based host having localized spins originating from zigzag edges of graphene. The introduction of the guest molecule was confirmed by FTIR for ACFs-FeCp2 introduced at 55 (150) °C (FeCp2-ACFs-55(150)). The appearance of satellite

• (SQUID) [21][22] and X-ray magnetic circular dichroism (XMCD) spectroscopy [23]. However, only a tiny paramagnetic behavior of encapsulated ferrocene was observed, and no magnetic host–guest interactions were reported due to the diamagnetic nature of CNTs. Activated carbon fibers (ACFs) consist of a

Preparation of β-cyclodextrin/polysaccharide foams using saponin

• Max Petitjean and
• José Ramón Isasi

Beilstein J. Org. Chem. 2023, 19, 78–88, doi:10.3762/bjoc.19.7

• technologies [23] or phytoremediation [24]. When chitosan and saponins are mixed, their foamability properties change, leading to a longer foam stability due to the higher viscosity achieved [25]. The use of chitosan to absorb saponins have been studied for different purposes. A high specific area activated

• carbon has been developed by Ma et al. [26], by the production of chitosan–saponin gels thanks to glutaraldehyde crosslinking. After adding potassium hydroxide, they freeze-dried the material and pyrolyzed the product. The resulting material possess a high absorption capacity of methylene blue, thanks to

Antiviral therapy in shrimp through plant virus VLP containing VP28 dsRNA against WSSV

• Santiago Ramos-Carreño,
• Ivone Giffard-Mena,
• Jose N. Zamudio-Ocadiz,
• Alfredo Nuñez-Rivera,
• Ricardo Valencia-Yañez,
• Jaime Ruiz-Garcia,
• Maria Teresa Viana and
• Ruben D. Cadena-Nava

Beilstein J. Org. Chem. 2021, 17, 1360–1373, doi:10.3762/bjoc.17.95

• 12 h light and 12 h dark was used. The shrimp were fed with a commercial diet twice a day at 3% of their biomass. Shrimp were gradually acclimatized to 16 ppt and kept 15 days in observation before starting the experiment. Filters containing activated carbon were used to maintain an optimum seawater

A chromatography-free and aqueous waste-free process for thioamide preparation with Lawesson’s reagent

• Ke Wu,
• Yichen Ling,
• An Ding,
• Liqun Jin,
• Nan Sun,
• Baoxiang Hu,
• Zhenlu Shen and
• Xinquan Hu

Beilstein J. Org. Chem. 2021, 17, 805–812, doi:10.3762/bjoc.17.69

• cool to about 50 °C and transferred into a separation funnel for phase separation. The lower ethylene glycol phase was separated and extracted with additional 50 mL of toluene. The combined toluene layers were then treated with 3.1 g of activated carbon (10 wt % of theoretical product) at room

• % yield. The overall preparation of the pincer-type compound 6 is shown in Scheme 2. As can be seen from Scheme 2, it is clear that the modified process only discharged organic wastes (toluene, and toluene/heptane mixture), C2/ethylene glycol mixture, along with some waste of activated carbon [45

• preparation of a range of thioamides as examples, the ethylene glycol treatment allowed the work-up process involving phase separation, back-extraction, activated carbon treatment, and final recrystallization from a proper solvent. Parts of the recovered solvent could be reused and the effluent was also

Synthesis of legonmycins A and B, C(7a)-hydroxylated bacterial pyrrolizidines

• Wilfred J. M. Lewis,
• David M. Shaw and
• Jeremy Robertson

Beilstein J. Org. Chem. 2021, 17, 334–342, doi:10.3762/bjoc.17.31

• were combined and recolumned (dichloromethane → dichloromethane/methanol 9:1). The product-containing fractions were combined and diluted with CuSO4·5H2O solution (20 mL; saturated, in methanol), shaken with activated carbon (5 g), filtered, and concentrated to afford a brown oil (1.33 g). This residue

The biomimetic synthesis of balsaminone A and ellagic acid via oxidative dimerization

• Sharna-kay Daley and
• Nadale Downer-Riley

Beilstein J. Org. Chem. 2020, 16, 2026–2031, doi:10.3762/bjoc.16.169

• ), was subjected to the oxidants activated carbon (Act-C), potassium ferricyanide (K3[Fe(CN)6]), p-benzoquinone and stannic chloride (SnCl4). As shown in Scheme 4, with the exception of SnCl4, all oxidants resulted in the re-oxidation of the hydroxylated substrate to naphthoquinone 7. SnCl4, however

Activated carbon as catalyst support: precursors, preparation, modification and characterization

• Melanie Iwanow,
• Tobias Gärtner,
• Volker Sieber and
• Burkhard König

Beilstein J. Org. Chem. 2020, 16, 1188–1202, doi:10.3762/bjoc.16.104

• , Universitätsstraße 31, 93040 Regensburg, Germany Technical University of Munich, Campus Straubing for Biotechnology and Sustainability, Schulgasse 16, 94315 Straubing, Germany 10.3762/bjoc.16.104 Abstract The preparation of activated carbon materials is discussed along selected examples of precursor materials, of

• available production and modification methods and possible characterization techniques. We evaluate the preparation methods for activated carbon materials with respect to its use as catalyst support and identify important parameters for metal loading. The considered carbon sources include coal, wood

• , agricultural wastes or biomass as well as ionic liquids, deep eutectic solvents or precursor solutions. The preparation of the activated carbon usually involves pre-treatment steps followed by physical or chemical activation and application dependent modification. In addition, highly porous materials can also

Selective formation of a zwitterion adduct and bicarbonate salt in the efficient CO₂ fixation by N-benzyl cyclic guanidine under dry and wet conditions

• Yoshiaki Yoshida,
• Naoto Aoyagi and
• Takeshi Endo

Beilstein J. Org. Chem. 2018, 14, 2204–2211, doi:10.3762/bjoc.14.194

• barely reported, because the zwitterion adduct was readily transformed to the bicarbonate salt owing to ambient moisture. Therefore, it is worthwhile to synthesize and isolate the moisture stable zwitterionic adduct of guanidine derivatives and CO2, because the zwitterionic adduct contains an activated

• carbon dioxide without a water molecule. It is expected that the zwitterion adducts of guanidine derivatives and CO2 are not only efficient catalysts for cycloaddition of CO2 to epoxides but also a thermal latent curing agent for epoxy resin. Herein, we achieved selective formation of the zwitterionic

Heterogeneous Pd catalysts as emulsifiers in Pickering emulsions for integrated multistep synthesis in flow chemistry

• Katharina Hiebler,
• Georg J. Lichtenegger,
• Manuel C. Maier,
• Eun Sung Park,
• Renie Gonzales-Groom,
• Bernard P. Binks and
• Heidrun Gruber-Woelfler

Beilstein J. Org. Chem. 2018, 14, 648–658, doi:10.3762/bjoc.14.52

• economical aspects [13]. One possibility to prepare heterogeneous transition metal catalysts is to immobilise palladium directly on a solid support such as activated carbon [14], zeolites [15], modified silica [16][17][18] or molecular sieves [19] to name but a few. Another option is the complexation of

Novel approach to hydroxy-group-containing porous organic polymers from bisphenol A

• Tao Wang,
• Yan-Chao Zhao,
• Li-Min Zhang,
• Yi Cui,
• Chang-Shan Zhang and
• Bao-Hang Han

Beilstein J. Org. Chem. 2017, 13, 2131–2137, doi:10.3762/bjoc.13.211

• : bisphenol A; carbon dioxide uptake; hydrogen storage; OH-containing; porous organic polymers; Introduction Porous organic polymers standing out from kinds of porous materials such as zeolite, activated carbon, metal-organic frameworks [1][2], and covalent organic frameworks [3][4], with their prominent

Continuous-flow processes for the catalytic partial hydrogenation reaction of alkynes

• Carmen Moreno-Marrodan,
• Francesca Liguori and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2017, 13, 734–754, doi:10.3762/bjoc.13.73

• -dimethylammonium dihydrogen phosphate (HHDMA), commercially available under the name NanoSelectTM [120]. Low-content, colloidal HHDMA-palladium catalysts onto on activated carbon (Table 1, entry 3) or titanium silicate (Table 1, entry 4) provided selectivities for 1a of 97% and 96% respectively. As expected, “bare

Biosynthesis of α-pyrones

• Till F. Schäberle

Beilstein J. Org. Chem. 2016, 12, 571–588, doi:10.3762/bjoc.12.56

• . This reflects the same mechanism as for the other KS-like enzymes described. Also for PpyS the proposal postulates that the α-carbon of the enzyme-bound chain acts as a nucleophile. Thus, this activated carbon executes a nucleophilic attack on the carbonyl carbon of chain two, i.e., 5-methyl-3

Effective immobilisation of a metathesis catalyst bearing an ammonium-tagged NHC ligand on various solid supports

• Krzysztof Skowerski,
• Jacek Białecki,
• Stefan J. Czarnocki,
• Karolina Żukowska and
• Karol Grela

Beilstein J. Org. Chem. 2016, 12, 5–15, doi:10.3762/bjoc.12.2

• was ascribed to the low surface area of this material. Therefore, we decided to deposit 8 on a solid support characterised by a high surface. The initially chosen support for the catalyst deposition was activated carbon (charcoal, C*), which is known to have a high surface area [51]. Addition of C* to

• on activated carbon (8-C*) we were eager to test its catalytic properties. A model ring-closing metathesis (RCM) reaction leading to product 10 (Scheme 2) was used to check the influence of temperature and concentration on the activity of 8 on the solid support. We observed that the use of higher

• minimal leaching (3.2 ppm). This seems to suggest that the interactions between tagged catalyst 8 and activated carbon are strong enough to allow heterogeneous catalysis even in the solvent in which 8 is partially soluble and therefore cannot be used unsupported. It should be noted that untagged catalysts

Biocatalysis for the application of CO₂ as a chemical feedstock

• Apostolos Alissandratos and
• Christopher J. Easton

Beilstein J. Org. Chem. 2015, 11, 2370–2387, doi:10.3762/bjoc.11.259

• catalysts were able to catalyse hydrogenation of CO2 to similar levels as Pd adsorbed on activated carbon [127]. In the previously mentioned work [118] on the purified acetogenic FDH-hydrogenase complex from Acetobacterium woodii, a whole-cell biocatalyst was also reported, generating high yields of formate

Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

• Bianca Rossi,
• Nadia Pastori,
• Simona Prosperini and
• Carlo Punta

Beilstein J. Org. Chem. 2015, 11, 66–73, doi:10.3762/bjoc.11.10

• the corresponding alkoxy radical (Scheme 4, reaction 4). The latter undergoes hydrogen abstraction from the C–H bond of THF in the α-position of the oxygen (Scheme 4, reaction 5). This promotes the formation of a carbon-centered nucleophilic radical, which in turn quickly adds to the activated carbon

Silver and gold-catalyzed multicomponent reactions

• Giorgio Abbiati and
• Elisabetta Rossi

Beilstein J. Org. Chem. 2014, 10, 481–513, doi:10.3762/bjoc.10.46

• mechanism. This part of the review is divided in sections related to the nature of the activated functionalities. Reaction involving activation of carbon–carbon multiple bonds. This section primarily discusses cycloisomerization reactions involving the addition of imines to silver-activated carbon–carbon

Cyclodextrin-based nanosponges as drug carriers

• Francesco Trotta,
• Marco Zanetti and
• Roberta Cavalli

Beilstein J. Org. Chem. 2012, 8, 2091–2099, doi:10.3762/bjoc.8.235

• removed and retained easily [24][25]. The use of nanosponges in water treatment has been found successful for aromatic chlorohydrocarbons, and nanosponges succeeded where their main competitor, activated carbon, failed, for example, in the removal of heavy metals. Furthermore, nanosponges have greater

• mechanical strength than activated carbon and are not affected by dust formation during application. Finally, they can be reused indefinitely after simple washing with an environmentally friendly solvent, such as ethanol. Nanosponges can be used as supports for catalysis applications. One important result

Self-assembled organic–inorganic magnetic hybrid adsorbent ferrite based on cyclodextrin nanoparticles

• Ângelo M. L. Denadai,
• Frederico B. De Sousa,
• Joel J. Passos,
• Fernando C. Guatimosim,
• Kirla D. Barbosa,
• Ana E. Burgos,
• Fernando Castro de Oliveira,
• Jeann C. da Silva,
• Bernardo R. A. Neves,
• Nelcy D. S. Mohallem and
• Rubén D. Sinisterra

Beilstein J. Org. Chem. 2012, 8, 1867–1876, doi:10.3762/bjoc.8.215

• wastewater, including chrome in its different oxidation states [4][26]. Although activated carbon has been frequently applied for this purpose, magnetic adsorbent materials have also demonstrated their potential applicability in the past few years, because of their easy separation properties. Herein, Fe-Ni

Formation of epoxide-amine oligo-adducts as OH-functionalized initiators for the ring-opening polymerization of ε-caprolactone

• Julia Theis and
• Helmut Ritter

Beilstein J. Org. Chem. 2010, 6, 938–944, doi:10.3762/bjoc.6.105

• of the obtained epoxide-amine adduct 4 were suitable for initiating the ring-opening polymerization of ε-caprolactone. Experimental The following commercial products were used: 4-Nitroanisole (97%, Aldrich), 4-methyl-1-cyclohexene (TCI), palladium on activated carbon (Pd/C, 10% Pd, Alfa Aesar) and