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Search for "ethanol" in Full Text gives 751 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Synthesis of substituted 8H-benzo[h]pyrano[2,3-f]quinazolin-8-ones via photochemical 6π-electrocyclization of pyrimidines containing an allomaltol fragment

  • Constantine V. Milyutin,
  • Andrey N. Komogortsev,
  • Boris V. Lichitsky,
  • Mikhail E. Minyaev and
  • Valeriya G. Melekhina

Beilstein J. Org. Chem. 2023, 19, 778–788, doi:10.3762/bjoc.19.58

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  • ppm are present. In addition to the aforementioned characterization methods, the crystal structure of 11g·0.5EtOH was determined by single-crystal X-ray diffraction analysis. Its asymmetric unit contains 12 crystallographically unique molecules of 11g (Z' = 12, Z = 24) and 6 independent ethanol
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Published 07 Jun 2023

Synthesis of imidazo[1,2-a]pyridine-containing peptidomimetics by tandem of Groebke–Blackburn–Bienaymé and Ugi reactions

  • Oleksandr V. Kolomiiets,
  • Alexander V. Tsygankov,
  • Maryna N. Kornet,
  • Aleksander A. Brazhko,
  • Vladimir I. Musatov and
  • Valentyn A. Chebanov

Beilstein J. Org. Chem. 2023, 19, 727–735, doi:10.3762/bjoc.19.53

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  • -chlorobenzaldehyde (5b), 4-methoxyaniline (6a) and tert-butyl isocyanide (3a). It should be especially noted that the solubility of compound 8a is very low (soluble in DMSO and N-methyl-2-pyrrolidone (NMP), slightly soluble in methanol, 1- and 2-propanol, acetone, DMF and insoluble in water, ethanol, acetonitrile
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Published 26 May 2023

Synthesis, structure, and properties of switchable cross-conjugated 1,4-diaryl-1,3-butadiynes based on 1,8-bis(dimethylamino)naphthalene

  • Semyon V. Tsybulin,
  • Ekaterina A. Filatova,
  • Alexander F. Pozharskii,
  • Valery A. Ozeryanskii and
  • Anna V. Gulevskaya

Beilstein J. Org. Chem. 2023, 19, 674–686, doi:10.3762/bjoc.19.49

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  • recrystallization of the crude product from ethanol. Next, the oxidative dimerization of terminal alkynes 6a–e was carried out in an aerobic medium in the CuI/TMEDA/iPr2NH system at room temperature, which proved to be effective in the synthesis of butadiynes 1–4 [15] (Scheme 3). The desired diarylbutadiynes 5a–e
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Published 15 May 2023

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

  • Grédy Kiala Kinkutu,
  • Catherine Louis,
  • Myriam Roy,
  • Juliette Blanchard and
  • Julie Oble

Beilstein J. Org. Chem. 2023, 19, 582–592, doi:10.3762/bjoc.19.43

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  • reaction with formation of ruthenium aggregates and mononuclear Ru(0) catalyst. A) Isolation test of a reaction intermediate; B) XPS and TEM (in ethanol) of the recovered solid phase: showing the presence of Ru aggregates. Ruthenium aggregate-catalyzed alkylation reaction. Scope of continuous flow furfural
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Published 03 May 2023

Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities

  • Jorge de Lima Neto and
  • Paulo Henrique Menezes

Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31

Graphical Abstract
  • proved to be important for the selectivity of the reaction, where significant cleavage of the benzyl group resulted when ethanol was the solvent of choice. Subsequent ester hydrolysis gave compound 112 (Scheme 22) [55]. In parallel, a Still–Gennari olefination using aldehyde 52 lead to the cis-alkene 113
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Published 29 Mar 2023

Discrimination of β-cyclodextrin/hazelnut (Corylus avellana L.) oil/flavonoid glycoside and flavonolignan ternary complexes by Fourier-transform infrared spectroscopy coupled with principal component analysis

  • Nicoleta G. Hădărugă,
  • Gabriela Popescu,
  • Dina Gligor (Pane),
  • Cristina L. Mitroi,
  • Sorin M. Stanciu and
  • Daniel Ioan Hădărugă

Beilstein J. Org. Chem. 2023, 19, 380–398, doi:10.3762/bjoc.19.30

Graphical Abstract
  • flavonolignans as impurities) and were purchased from Sigma-Aldrich, St. Louis, MO, USA. Ethanol used for complex synthesis was of 96% concentration (v/v) and was purchased from ChimReactiv (Bucharest, Romania). The analysis of the FA profile of the hazelnut oil required the derivatization (transesterification
  • to 1:1:1 or 3:1:1 were mixed in a preheated mortar at 60 °C. Then, 4 mL water and 1 mL ethanol for 1:1:1 complexes or 6 mL water and 1.5 mL ethanol for 3:1:1 complexes were added. The mixture was kneaded for at least 30 min, until a viscous paste is obtained. The mortar temperature decreases to the
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Published 28 Mar 2023

Insight into oral amphiphilic cyclodextrin nanoparticles for colorectal cancer: comprehensive mathematical model of drug release kinetic studies and antitumoral efficacy in 3D spheroid colon tumors

  • Sedat Ünal,
  • Gamze Varan,
  • Juan M. Benito,
  • Yeşim Aktaş and
  • Erem Bilensoy

Beilstein J. Org. Chem. 2023, 19, 139–157, doi:10.3762/bjoc.19.14

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Published 13 Feb 2023

Synthesis and characterisation of new antimalarial fluorinated triazolopyrazine compounds

  • Kah Yean Lum,
  • Jonathan M. White,
  • Daniel J. G. Johnson,
  • Vicky M. Avery and
  • Rohan A. Davis

Beilstein J. Org. Chem. 2023, 19, 107–114, doi:10.3762/bjoc.19.11

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  • ethanol using the standard nucleophilic displacement method as previously described (Scheme 1) [14][16]. Structures of synthesised compounds 4–9 were determined using 1D/2D NMR and HRMS (Supporting Information File 1, S6–S23). Crystals of compounds 5 and 6 were also analysed by X-ray crystallography
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Published 31 Jan 2023

Practical synthesis of isocoumarins via Rh(III)-catalyzed C–H activation/annulation cascade

  • Qian-Ci Gao,
  • Yi-Fei Li,
  • Jun Xuan and
  • Xiao-Qiang Hu

Beilstein J. Org. Chem. 2023, 19, 100–106, doi:10.3762/bjoc.19.10

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  • to be the optimal solvent, while other commonly used solvents such as toluene, dioxane, and ethanol gave inferior yields (Table 1, entries 2–4, 14–39%). Further screening of bases did not improve the outcome of the product, whereas 63% yield of 3aa was obtained when acetic acid was added into the
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Published 30 Jan 2023

Improving the accuracy of 31P NMR chemical shift calculations by use of scaling methods

  • William H. Hersh and
  • Tsz-Yeung Chan

Beilstein J. Org. Chem. 2023, 19, 36–56, doi:10.3762/bjoc.19.4

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  • reported here downfield of H3PO4). The early work of necessity included mostly pure liquid samples, that is, without any deuterated solvents, and one of the compilations noted that chemical shift changes upon dilution with CS2, CCl4, CHCl3, and ethanol were all small (<2 ppm) [43]. As much as possible, we
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Published 10 Jan 2023

Redox-active molecules as organocatalysts for selective oxidative transformations – an unperceived organocatalysis field

  • Elena R. Lopat’eva,
  • Igor B. Krylov,
  • Dmitry A. Lapshin and
  • Alexander O. Terent’ev

Beilstein J. Org. Chem. 2022, 18, 1672–1695, doi:10.3762/bjoc.18.179

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  • ethanol). Brønsted acid catalysis by TsOH was also employed in a selective sulfoxidation employing PhI(OAc)2 as oxidant [69]. In this case another mode of catalysis was proposed, including the covalent bonding of the acid catalyst anion and the oxidant with the formation of PhI(OTs)OH as the catalytically
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Published 09 Dec 2022

Synthesis of (−)-halichonic acid and (−)-halichonic acid B

  • Keith P. Reber and
  • Emma L. Niner

Beilstein J. Org. Chem. 2022, 18, 1629–1635, doi:10.3762/bjoc.18.174

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  • oxocarbenium ion 16. Subsequent loss of the ethyl group (either as ethyl formate upon solvolysis with the formic acid co-solvent or as ethanol upon aqueous workup) gives lactone 9, which features a strained trans-fused 6/5 ring system. Although this lactone survives aqueous workup at neutral pH, it is rapidly
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Published 01 Dec 2022

Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

  • Konstantin Lebedinskiy,
  • Volodymyr Lobaz and
  • Jindřich Jindřich

Beilstein J. Org. Chem. 2022, 18, 1596–1606, doi:10.3762/bjoc.18.170

Graphical Abstract
  • , which can be easily done by shaking the reaction mixture with NaI ethanol/water solution in a separation funnel. The click reaction of compound 8 proceeds at a different rate than 3 under the same conditions. The coupling of 3 can be finished overnight with high yields, whereas the coupling of 8 is much
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Published 25 Nov 2022

Cyclometalated iridium complexes-catalyzed acceptorless dehydrogenative coupling reaction: construction of quinoline derivatives and evaluation of their antimicrobial activities

  • Hongling Shui,
  • Yuhong Zhong,
  • Renshi Luo,
  • Zhanyi Zhang,
  • Jiuzhong Huang,
  • Ping Yang and
  • Nianhua Luo

Beilstein J. Org. Chem. 2022, 18, 1507–1517, doi:10.3762/bjoc.18.159

Graphical Abstract
  • [10] synthesized a series of carbohydrazide derivatives through reaction of 2-methylbenzofuran-2-quinoline-4-carboxylate with hydrazine hydrate in refluxing ethanol (Figure 1b). All compounds showed higher activity against Staphylococcus aureus than ampicillin and the optimal MIC value was 0.064 mg/mL
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Published 27 Oct 2022

Oxa-Michael-initiated cascade reactions of levoglucosenone

  • Julian Klepp,
  • Thomas Bousfield,
  • Hugh Cummins,
  • Sarah V. A.-M. Legendre,
  • Jason E. Camp and
  • Ben W. Greatrex

Beilstein J. Org. Chem. 2022, 18, 1457–1462, doi:10.3762/bjoc.18.151

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  • /benzaldehyde led to the bridged species 5a as the major product (Table 1, entries 1 and 2), however, excess aldehyde slowed the formation of 5a (Table 1, entry 3). The use of hydroxide in ethanol failed to yield any 5a indicating the sensitivity of the reaction to conditions (Table 1, entry 4). The most
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Published 13 Oct 2022

1,4,6,10-Tetraazaadamantanes (TAADs) with N-amino groups: synthesis and formation of boron chelates and host–guest complexes

  • Artem N. Semakin,
  • Ivan S. Golovanov,
  • Yulia V. Nelyubina and
  • Alexey Yu. Sukhorukov

Beilstein J. Org. Chem. 2022, 18, 1424–1434, doi:10.3762/bjoc.18.148

Graphical Abstract
  • ). Alternatively, removal of Boc groups could be performed by treatment with aqueous HCl to give the corresponding hydrochloride salts, which could be converted into free hydrazines by treatment with excess NaHCO3 in ethanol (as demonstrated for product 19c). Note that TAADs 19–21 with free amino groups are more
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Published 11 Oct 2022
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  • outlined in Scheme 3. Reaction conditions were described previously [17][46]. For reactions using Zn and Cu, Zn(OAc)2·2H2O or Cu(OAc)2·H2O in methanol was dropwise added to 1a, b, or d in ethanol under nitrogen gas. The reaction mixture was refluxed for 4 hours and a light yellow or dark green solid was
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Published 10 Oct 2022

Sinensiols H–J, three new lignan derivatives from Selaginella sinensis (Desv.) Spring

  • Qinfeng Zhu,
  • Beibei Gao,
  • Qian Chen,
  • Tiantian Luo,
  • Guobo Xu and
  • Shanggao Liao

Beilstein J. Org. Chem. 2022, 18, 1410–1415, doi:10.3762/bjoc.18.146

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  • Medical University. Extraction and isolation The air-dried powder of the whole plants of S. sinensis (5.2 kg) was extracted three times with 95% ethanol at room temperature. The combined extracts were concentrated and yielded 423 g of a crude extract which was subjected to reversed-phase MPLC (MCI; MeOH
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Published 07 Oct 2022

Mechanochemical bottom-up synthesis of phosphorus-linked, heptazine-based carbon nitrides using sodium phosphide

  • Blaine G. Fiss,
  • Georgia Douglas,
  • Michael Ferguson,
  • Jorge Becerra,
  • Jesus Valdez,
  • Trong-On Do,
  • Tomislav Friščić and
  • Audrey Moores

Beilstein J. Org. Chem. 2022, 18, 1203–1209, doi:10.3762/bjoc.18.125

Graphical Abstract
  • powder was then allowed to age under an argon atmosphere for 24 hours, prior to washing via centrifugation in a 3:1 by volume mixture of ethanol and deionized (DI) water. This afforded a material referred to below as g-h-PCN. Alternatively, the sample was annealed for 1 hour at 300 °C under a flow of
  • quenching in water and ethanol at the end of the aging step. g-h-PCN300 featured the same three major carbon 1s peaks at 284.8, 286.2 and 288.2 eV for C=N/C=C, C=O and C–OH species, respectively, as well as the charging peak seen in g-h-PCN. In g-h-PCN300, a reduction of the C=N ratio to 37%, reduction of C
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Published 12 Sep 2022

Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates

  • Péter Kisszékelyi,
  • Tibor Peňaška,
  • Klára Stankovianska,
  • Mária Mečiarová and
  • Radovan Šebesta

Beilstein J. Org. Chem. 2022, 18, 1195–1202, doi:10.3762/bjoc.18.124

Graphical Abstract
  • diethyl ether at 0 °C for 1 h gave acid 10aa in 75% yield, while complete decomposition was observed at reflux temperature after only 10 min (Table 1, entries 1 and 2). Acid 10aa did not form when the reaction was performed in ethanol, CH2Cl2, THF, DMF, or ethyl acetate at different temperatures under
  • classical conditions as well as under MWI. The acid 10aa could not be formed even when 2,2'-disulfanediyldianiline was used as the starting material in DMF or ethanol at room temperature or under reflux. Thiol 8a reacted with the keto ester 9c in ethanol to form the ester 10ac with a yield of 51% and 29
  • %, respectively, under different conditions (Table 1, entries 3 and 4). Reactions in ethanol under MWI and in CH2Cl2 with classical stirring at room temperature only resulted in oxidative dimerization, forming derivative 11b in 15–28% yield (Table 1, entries 5–7). Neither did the reaction proceed in ethyl acetate
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Published 09 Sep 2022

Experimental and theoretical studies on the synthesis of 1,4,5-trisubstituted pyrrolidine-2,3-diones

  • Nguyen Tran Nguyen,
  • Vo Viet Dai,
  • Nguyen Ngoc Tri,
  • Luc Van Meervelt,
  • Nguyen Tien Trung and
  • Wim Dehaen

Beilstein J. Org. Chem. 2022, 18, 1140–1153, doi:10.3762/bjoc.18.118

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  • proposed based on computational results and the main product is formed favorably following the PES via the lowest ΔG# pathway in both the gas-phase and an ethanol solvent model. DFT calculations showed that kinetic selectivity is more significant than thermodynamic selectivity for forming main products
  • -acetyl-3-hydroxy-3-pyrroline-2-ones via multicomponent reactions of ethyl 2,4-dioxovalerate with aromatic aldehydes, and aniline in glacial acetic acid. These 2-pyrrolidinone derivatives were then reacted with aliphatic amines in ethanol to obtain a library of 1,4,5-trisubstituted pyrrolidine-2,3-dione
  • enamine derivatives. As compared to glacial acetic acid [42], ethanol has showed to be the best solvent for the synthesis of these pyrrolidine-2,3-diones and a dramatic increase in the yield of the desired products was also observed. In addition, understanding of the reaction mechanism at the molecular
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Published 31 Aug 2022

A Streptomyces P450 enzyme dimerizes isoflavones from plants

  • Run-Zhou Liu,
  • Shanchong Chen and
  • Lihan Zhang

Beilstein J. Org. Chem. 2022, 18, 1107–1115, doi:10.3762/bjoc.18.113

Graphical Abstract
  • activity was assayed using a Total Antioxidant Capacity Assay Kit with ABTS method (Beyotime Biotechnology). Briefly, the fresh ABTS working solution was prepared by mixing ABTS stock solution with oxidant solution for an overnight reaction, and then this mixture was diluted 50 times by 80% ethanol. To
  • initiate the assay reaction, 10 µL of each sample with a concentration of 1.0 mM in 80% ethanol was mixed with 200 µL of fresh ABTS working solution. After being incubated at 30 °C for 5 min, the 734 nm absorbance was measured on a Thermo Varioskan LUX Microplate reader. Trolox was used as the reference
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Published 26 Aug 2022

Synthesis of N-phenyl- and N-thiazolyl-1H-indazoles by copper-catalyzed intramolecular N-arylation of ortho-chlorinated arylhydrazones

  • Yara Cristina Marchioro Barbosa,
  • Guilherme Caneppele Paveglio,
  • Claudio Martin Pereira de Pereira,
  • Sidnei Moura,
  • Cristiane Storck Schwalm,
  • Gleison Antonio Casagrande and
  • Lucas Pizzuti

Beilstein J. Org. Chem. 2022, 18, 1079–1087, doi:10.3762/bjoc.18.110

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  • g, 1.5 mmol), 2-bromoacetophenone (0.298 g, 1.5 mmol), and absolute ethanol (2 mL) were added to a 10 mL round bottom flask. The mixture was stirred at room temperature for 5–10 min. The solid was filtered off, washed with ethyl ether, and dried in a desiccator to give the product 3a–i with adequate
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Published 23 Aug 2022

Electrochemical formal homocoupling of sec-alcohols

  • Kosuke Yamamoto,
  • Kazuhisa Arita,
  • Masashi Shiota,
  • Masami Kuriyama and
  • Osamu Onomura

Beilstein J. Org. Chem. 2022, 18, 1062–1069, doi:10.3762/bjoc.18.108

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  • (2f and 2g). On the other hand, the reaction of 1-(4-cyanophenyl)ethanol (1h) resulted in a decrease in both the yield and the dl:meso ratio. While steric hindrance of substituents on the meta-position of the aryl moiety did not impede the present transformation (2i and 2j), the ortho-substituted
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Published 22 Aug 2022

Automated grindstone chemistry: a simple and facile way for PEG-assisted stoichiometry-controlled halogenation of phenols and anilines using N-halosuccinimides

  • Dharmendra Das,
  • Akhil A. Bhosle,
  • Amrita Chatterjee and
  • Mainak Banerjee

Beilstein J. Org. Chem. 2022, 18, 999–1008, doi:10.3762/bjoc.18.100

Graphical Abstract
  • incomplete and a mixture containing some starting material (1a), two other spots which are identified as o-monobromo (2a) as major (57%), and o-dibrominated p-cresol (3a) as minor (20%) constituents, was obtained (Table 1, entry 1). Next, the reaction mixture was ground under LAG conditions with ethanol and
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Published 09 Aug 2022
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