Experimental and DFT studies on the regioselective methanolysis of 5-azido-9-oxabicyclo[6.1.0]nonan-4-yl 4-nitrobenzoate isomers

• İlknur Polat,
• Selçuk Eşsiz and
• Emine Salamci

Beilstein J. Org. Chem. 2026, 22, 547–556, doi:10.3762/bjoc.22.40

• to design pharmacological tools in the future. Experimental General information Melting points are uncorrected. Infrared spectra were obtained from solution in 0.1 mm cells or KBr pellets on an FT-IR Mattson 1000 instrument. The 1H and 13C NMR spectra were recorded on 400 (100) MHz Varian or 400 (100

• slightly yellow crystals; mp 60–62 °C. 1H NMR (400 MHz, CDCl3) δ 8.29–8.19 (m, 4H, aromatic), 5.72–5.59 (m, 2H, H-4 and H-5), 5.36–5.27 (m, 1H, H-1), 3.96 (td, J = 9.2, 3.7 Hz, 1H, H-8), 2.60–1.71 (series of m, 8H, CH2); 13C NMR (100 MHz, CDCl3) δ 163.9, 150.8, 135.7, 131.1, 129.5, 128.3, 123.8, 77.7, 64.1

• –8.22 (m, aromatic, 4H), 5.40–5.33 (m, 1H, H-1), 5.22–5.14 (m, 1H, H-6), 4.25–4.19 (m, 1H, H-5), 3.97 (ddd, J = 9.1, 6.0, 3.4 Hz, 1H, H-2), 2.36–1.90 (series of m, 8H, CH2), 2.16 (s, 3H, OAc); 13C NMR (100 MHz, CDCl3) δ 170.2, 164.0, 150.9, 135.3, 131.1, 123.9, 76.9, 75.8, 64.0, 61.5, 26.7, 25.0, 24.5

Melifoliox B, a novel phloroglucin derivative isolated from Melicope barbigera (Rutaceae) and synthesis of new oxidation products from melifoliones A and B

• Horst Weber,
• Kim-Thao Tran-Cong,
• Bernhard Mayer,
• Guido J. Reiss,
• Iryna S. Konovalova,
• Marc S. Appelhans,
• Kenneth R. Wood and
• Claus M. Passreiter

Beilstein J. Org. Chem. 2026, 22, 535–546, doi:10.3762/bjoc.22.39

• signals detected in the 13C NMR spectrum of 4 (Table 2) could be assigned by careful analysis of the 2D-NMR spectra (HSQC and HMBC). The position of the acetyl group was confirmed by a cross peak between C-2 and the protons of the acetyl-methyl group in the HMBC spectrum and by interactions between the

• ). The chemical shift values of C-6a and C-10a in the 13C NMR spectrum of 4 compared to 2 can be explained by the effect of the new OH-group at C-10b. The γ-position of C-6a leads to a high field shift (from 46.1 to 35.8 ppm) while C-10a shows the opposite effect (from 27.5 to 44.1 ppm), due to its β

• rigid chair conformation of the cyclohexane ring. The 13C NMR spectrum of 11 (Table 3) shows 15 signals that could be clearly assigned after evaluating the HSQC and HMBC spectra. In the HMBC spectrum, cross peaks occur for C-3 with H-4’ and with the protons of both geminal CH3 groups at C-1. Furthermore

Get a better glimpse on sequential photoreactions of trisnorbornadienes with ¹⁹F NMR spectroscopy

• Julian Felix Maria Hebborn,
• Ben Eric Merten,
• Thomas Paululat and
• Heiko Ihmels

Beilstein J. Org. Chem. 2026, 22, 527–534, doi:10.3762/bjoc.22.38

• '-H, 5'''-H, 5'''-H), 6.94 (dd, 3J = 5.0 Hz, 3J = 2.4 Hz, 3H, 6'-H, 6''-H, 6'''-H), 7.00 (d, 3J = 2.4 Hz, 3H, 3'-H, 3''-H, 3'''-H); 13C NMR (125 MHz, CDCl3) δ 50.7 (C4', C4'', C4'''), 54.6 (C1', C1'', C1'''), 73.1 (C7', C7'', C7'''), 111.2 (C1, C3, C5), 143.1 (C5', C5'', C5'''), 143.4 (C6', C6'', C6

Synthesis and uranyl(VI) extraction performance of a calix[4]pyrrole–tetrahydroxamic acid receptor

• Sara Karnib,
• Rana Baydoun,
• Wissam Zaidan,
• Nancy AlHaddad,
• Omar El Samad,
• Bilal Nsouli,
• Francine Cazier-Dennin and
• Pierre-Edouard Danjou

Beilstein J. Org. Chem. 2026, 22, 486–494, doi:10.3762/bjoc.22.36

• % yield. Its structure was confirmed by 1H NMR, 13C NMR, and HRMS. The uranium(VI) extraction efficiency of PCP HA was evaluated by solid–liquid extraction experiments, using uranyl acetate as the uranium source, with measurements performed by gamma spectroscopy. PCP HA demonstrated good performance

• %). The structure of PCP HA was fully characterized by 1H NMR and 13C NMR (DMSO-d6) as well as by HRMS (ESI+) (Figures S3–S6, and S9 in Supporting Information File 1). In the 1H NMR spectrum, two sets of singlets at 4.41 and 4.76 ppm (CH2) were attributed to the –O=C–CH2–O– groups of the E/Z isomers of

• industrial effluent remediation or for the challenging task of uranium extraction from seawater [79]. Experimental Detailed synthetic procedures, compound characterization (1H and 13C NMR, HRMS), and uranyl extraction protocols, including pH and ligand-to-metal ratio studies, are described in Supporting

Structural reassignment of compound 968, an allosteric glutaminase inhibitor

• Lindsey A. Albertelli,
• Sainabou Jallow,
• Chun Li and
• Scott M. Ulrich

Beilstein J. Org. Chem. 2026, 22, 455–460, doi:10.3762/bjoc.22.33

• , 1H), 7.71 (dd, J = 8.7, 2.3 Hz, 1H), 7.04 (d, J = 8.7 Hz, 1H), 2.93 (s, 6H); 13C NMR (100 MHz, CDCl3) δ 189.7, 156.9, 136.1, 131.1, 130.0, 119.5, 116.7, 43.6. 12-(3-Bromo-4-(dimethylamino)phenyl)-8,9,10,12-tetrahydro-9,9-dimethylbenzo[a]acridin-11(7H)-one (2); suggested revised structure for compound

• ), 2.51 (s, 6H), 2.39 (d, J = 16.5 H, 1Hz), 2.18 (d, J = 16.0 Hz, 1H), 2.02 (d, J = 16.0 Hz, 1H), 0.99 (s, 3H), 0.85 (s, 3H). One diastereotopic methylene hydrogen is obscured by the residual solvent peak at 2.47 ppm; 13C NMR (100 MHz, DMSO-d6) δ 193.72, 151.37, 149.50, 143.73, 134.80, 132.80, 131.69

Synthesis and stereochemical analysis of dynamic planar chiral oxa[7]orthocyclophene

• Yukiho Hashimoto,
• Yuuya Kawasaki,
• Kazunobu Igawa and
• Katsuhiko Tomooka

Beilstein J. Org. Chem. 2026, 22, 436–442, doi:10.3762/bjoc.22.30

• procedures, characterization data, copies of 1H and 13C NMR spectra, and optimized geometries of DFT calculations. Supporting Information File 26: Crystallographic information file of compound 1ac. Acknowledgements We thank K. Imamura (Evaluation center of material properties, IMCE Kyushu University) for

Synthesis and anti-cancer activity of naphthalimide–organylselanyl conjugates

• Rajkumar Ravi and
• Selvakumar Karuthapandi

Beilstein J. Org. Chem. 2026, 22, 416–435, doi:10.3762/bjoc.22.29

• 1.80 ppm and one triplet at 3.13 ppm were attributed to the remaining methylene protons located near the selenium atom [51]. In the 13C NMR spectra, distinct chemical shift differences were observed between compounds 7 and 8, due to the small structural differences between them. For compound 7, with

• reference to 13C NMR signals of the starting material 12, the 13C NMR spectrum of compound 7 exhibits four additional aromatic carbon resonances, which are consistent with the phenyl ring carbons of phenyl selanyl function tethered to the naphthalimide core. The signal at 142 ppm is assigned to the ipso

• equivalence of the ortho and meta carbon pairs, confirming the proposed structure. In contrast, with reference to the 13C NMR signals of starting material 12, compound 8 exhibited eight new 13C NMR peaks in the aliphatic region (14–32 ppm), which is attributed to the incorporation of an octyl selenide unit

Cone p-aminocalix[4]arenes enriched with ‘clickable’ alkyne or azide functionalities

• Ilia Korniltsev,
• Vasily Bazhenov,
• Alexander Gorbunov,
• Dmitry Cheshkov,
• Stanislav Bezzubov,
• Vladimir Kovalev and
• Ivan Vatsouro

Beilstein J. Org. Chem. 2026, 22, 399–415, doi:10.3762/bjoc.22.28

• corresponding tetraureacalix[4]arenes 47–51 (Scheme 9), the structures of which were unambiguously confirmed by their 1H NMR and 13C NMR spectra obtained from solutions in polar DMSO-d6. Being calix[4]arene tetraureas, compounds 47–51 should form homodimeric capsules in H-bond non-competing solvents (e.g

• Supporting Information File 18: Synthesis details, copies of 1H and 13C NMR spectra of novel compounds, details of X-ray diffraction measurements and crystal structure data. Supporting Information File 19: Crystallographic information file for compound 16. Supporting Information File 20: Crystallographic

Design, synthesis and biological evaluation of 2,5-diaryloxazolo[4,5-d]pyrimidin-7-ylamines as selective cytotoxic agents against HeLa cells

• Maryna V. Kachaeva,
• Agnieszka B. Olejniczak,
• Marta Denel-Bobrowska,
• Victor V. Zhirnov,
• Yevheniia S. Velihina,
• Stepan G. Pilyo and
• Volodymyr S. Brovarets

Beilstein J. Org. Chem. 2026, 22, 390–398, doi:10.3762/bjoc.22.27

• Analytique, Université d’Orléans, Pôle de chimierue de Chartres, BP 6759, 45067 Orléans Cedex 2, France 10.3762/bjoc.22.27 Abstract Nine novel functionalized 2,5-diaryloxazolo[4,5-d]pyrimidin-7-ylamines were designed, synthesized and characterized using 1H, 13C NMR, IR spectroscopy, elemental analysis, and

• cyclocondensation products – [1,3]oxazolo[4,5-d]pyrimidines. Subsequent reaction with phosphoryl chloride in the presence of N,N-dimethylaniline converted these intermediates into 2,5-diaryl-7-chloro[1,3]oxazolo[4,5-d]pyrimidines II. The structures of compounds 1–9 were proven and confirmed by 1H and 13C NMR, IR

• were followed by TLC (Silica gel, aluminum sheets 60 F254, Merck). Melting points were recorded on a Fisher-Johns apparatus. 1H and 13C NMR spectra were recorded on a Varian Mercury spectrometer (400 and 101 MHz, respectively) or Bruker Avance DRX 500 spectrometer (500 MHz and 126 MHz, respectively) in

Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation

• Arthur A. Puzyrkov,
• Andrew S. Drachuk,
• Ekaterina A. Popova,
• Alexander V. Stepakov and
• Vitali M. Boitsov

Beilstein J. Org. Chem. 2026, 22, 274–288, doi:10.3762/bjoc.22.20

• the diastereotopic H6/H6’ methine protons of different atropisomeric forms. The NH protons of the barbiturate ring resonate as broad singlets at δ 11.5–11.7 ppm, while compound 4a shows an additional broad singlet at δ 11.30 ppm corresponding to the succinimide NH group. In the 13C NMR spectra of endo

• –169.4, 171.2–171.5, 175.5–176.8, and 176.4–177.9 ppm. The spiro carbon appears at δC 70.1–70.3 ppm. For diastereomers 4f–p, the 13C NMR spectra proved more informative than the 1H NMR spectra, clearly displaying a duplicate set of nearly all signals. The chemical shifts of carbons in rings A, B, and C

• -halogen substitution in aromatic maleimides was found to preferentially direct the cycloaddition toward the formation of exo-isomers. The structures of all obtained diastereomers were thoroughly characterized by 1H and 13C NMR spectroscopy. Single crystal XRD analysis of two representative compounds

Configuration–packing synergy enabling integrated crystalline-state RTP and amorphous-state TADF

• Ruiyan Wang and
• Yunan Wu

Beilstein J. Org. Chem. 2026, 22, 224–236, doi:10.3762/bjoc.22.16

• without further purification. Instruments and measurements Low-resolution mass spectra were recorded on a DSQ electron-impact (EI) mass spectrometer. High-resolution mass spectra (HRMS) were acquired on a Thermo MAT95XP instrument using fast atom bombardment (FAB) ionization. 1H and 13C NMR spectra were

• ), 7.30 (d, 2H), 2.37 (s, 3H); 13C NMR (126 MHz, DMSO-d6) δ 167.23, 145.94, 140.78, 140.61, 138.29, 133.75, 133.11, 132.41, 131.58, 131.15, 129.34, 128.56, 127.85, 127.57, 127.08, 126.82, 126.05, 124.56, 123.30, 122.35, 121.02, 120.64, 110.24; EIMS (m/z): [M]+ calcd for C33H22N2O2, 478.1681; found

Streptoquinolines A and B, new antibacterial meroterpenoids produced by Streptomyces sp. TMPU-A0679

• Akiho Yagi,
• Hitomi Tomura,
• Ami Konno and
• Ryuji Uchida

Beilstein J. Org. Chem. 2026, 22, 185–191, doi:10.3762/bjoc.22.12

• and 1620–1680 cm−1 indicated the presence of hydroxy and carbonyl groups, respectively. Streptoquinoline A (1): The molecular formula of 1 was elucidated as C28H35NO6 based on HRESIMS measurements. The 13C NMR spectrum (in DMSO-d6) showed 28 signals, which were classified into five methyl carbons

• . Streptoquinoline B (2): The molecular formula of compound 2 was elucidated as C28H35NO6 based on HRESIMS measurements. The 13C NMR and 1H NMR spectra (in DMSO-d6) of compound 2 showed chemical shift values that were almost identical to those of compound 1 (Table 2). Furthermore, 2D NMR experiments revealed similar

• ) and B (2). Structural elucidation of compounds 1 and 2 by 2D NMR experiments. ROESY correlations of 1. Physicochemical properties of 1 and 2. 1H and 13C NMR chemical shifts in 1 and 2.a MICs of 1 and 2. Supporting Information Supporting Information File 12: MS and NMR spectra of streptoquinolines A

Improved synthesis and physicochemical characterization of the selective serotonin 2A receptor agonist 25CN-NBOH

• Adrian G. Rossebø,
• Hannah G. Kolberg,
• Anders E. Tønder,
• Louise Kjaerulff,
• Poul Erik Hansen,
• Karla A. Frydenvang,
• Jesper Østergaard and
• Jesper L. Kristensen

Beilstein J. Org. Chem. 2026, 22, 175–184, doi:10.3762/bjoc.22.11

• isotope effect observable as changes in the 13C NMR chemical shift [18][19]. DFT calculations were based on a truncated model (Figure 6a) containing the essential elements for intramolecular hydrogen bonding. The structure was considered both in vacuum as well as with DMSO or water as implicit solvents

• bond [21]. When measuring 13C NMR spectra in DMSO-d6 containing different D2O/H2O ratios, isotope effects were clearly observed at several positions (Figure 6c and Figure 6d), with a particularly pronounced upfield shift of the phenol ipso-carbon atom (C14, Δδexp = 0.21 ppm). This two-bond isotope

• = 7.4; 1.1 Hz, 1H), 4.10 (s, 2H), 3.87 (s, 3H), 3.78 (s, 3H), 3.15–3.09 (m, 2H), 3.06–3.00 (m, 2H); 13C NMR (151 MHz, DMSO-d6, δ) 156.01, 155.23, 150.94, 132.97, 131.57, 130.47, 119.06, 118.02, 116.39, 115.36, 114.92, 114.63, 98.51, 56.51, 56.29, 45.45, 45.14, 26.84. Recrystallization Compound 1·HCl

Design and synthesis of an axially chiral platinum(II) complex and its CPL properties in PMMA matrix

• Daiki Tauchi,
• Sota Ogura,
• Misa Sakura,
• Kazunori Tsubaki and
• Masashi Hasegawa

Beilstein J. Org. Chem. 2026, 22, 143–150, doi:10.3762/bjoc.22.7

• platinum(II) complexes with pincer ligand moieties [12]. Thus, the reaction of S/R-3 with platinum(II) precursor 4 in the presence of CuI and diisopropylamine afforded the target platinum(II) complex S/R-Pt in moderate yield. The identification of the complex S/R-Pt were carried out with 1H and 13C NMR

• optoelectronic applications. Experimental General information All reagents and solvents were of commercial reagent grade and used without further purification. Dichloromethane for spectroscopy was purchased from FUJIFILM Wako Pure Chemical Corporation. All compounds were identified by 1H , 13C NMR and ESI-MS. 1H

• and 13C NMR spectra were recorded on a Bruker Avance III 400 or JEOL JNM-ECZ600R spectrometer at 25 °C in chloroform-d1 or DMSO-d6. 1H NMR chemical shifts are expressed in parts per million (δ) relative to trimethylsilane (TMS) as a reference. Mass spectra were obtained with a Thermo Scientific

Symmetrical D–π–A–π–D indanone dyes: a new design for nonlinear optics and cyanide detection

• Ergin Keleş,
• Alberto Barsella,
• Nurgül Seferoğlu,
• Zeynel Seferoğlu and
• Burcu Aydıner

Beilstein J. Org. Chem. 2026, 22, 131–142, doi:10.3762/bjoc.22.6

• , 13C NMR, and mass spectrometry methods. Dye structures were designed with alkylaminophenyl groups, known for their various electron-donating properties, as donors, and the dicyanovinyl group, with its strong electron-withdrawing properties, as acceptors, conjugated with an indan-2-one core (Figure 1

• method (CM)) (Scheme 1, Table 1). All syntheses were also carried out with microwave irradiation (MWI), which had a short reaction time; however, no improvement in yield was achieved (see Supporting Information File 1). The structural analyses of the compounds were performed using 1H/13C NMR and mass

Highly electrophilic, gem- and spiro-activated trichloromethylnitrocyclopropanes: synthesis and structure

• Ilia A. Pilipenko,
• Mikhail V. Grigoriev,
• Olga Yu. Ozerova,
• Igor A. Litvinov,
• Darya V. Spiridonova,
• Aleksander V. Vasilyev and
• Sergey V. Makarenko

Beilstein J. Org. Chem. 2026, 22, 123–130, doi:10.3762/bjoc.22.5

• conditions. The reaction is carried out either in tetrahydrofuran in the presence of triethylamine or in methanol in the presence of fused potassium acetate. The structures of the isolated individual products were characterized by 1H and 13C NMR, IR spectroscopy, mass spectrometry, and confirmed by single

Reactivity umpolung of the cycloheptatriene core in hexa(methoxycarbonyl)cycloheptatriene

• Dmitry N. Platonov,
• Alexander Yu. Belyy,
• Rinat F. Salikov,
• Kirill S. Erokhin and
• Yury V. Tomilov

Beilstein J. Org. Chem. 2026, 22, 64–70, doi:10.3762/bjoc.22.2

• partial positive charge on the i-positioned carbon atom [36], confirmed by an unusually downfield shifted signal of the CH fragment in the 13C NMR spectrum (δ 160.4 ppm in CD3CN) [21]. Moreover, anion 2 underwent a nucleophilic attack onto the i-position by amines to form fluorescent 5

Competitive cyclization of ethyl trifluoroacetoacetate and methyl ketones with 1,3-diamino-2-propanol into hydrogenated oxazolo- and pyrimido-condensed pyridones

• Svetlana O. Kushch,
• Marina V. Goryaeva,
• Yanina V. Burgart,
• Marina A. Ezhikova,
• Mikhail I. Kodess,
• Pavel A. Slepukhin,
• Alexandrina S. Volobueva,
• Vladimir V. Zarubaev and
• Victor I. Saloutin

Beilstein J. Org. Chem. 2025, 21, 2716–2729, doi:10.3762/bjoc.21.209

• octahydropyrido[1,2-a]pyrimidinones 4a–d and hexahydrooxazolo[3,2-a]pyridones 5a–c was determined by IR, 1H, 19F, 13C NMR spectroscopy, two-dimensional NMR experiments, and X-ray diffraction analysis (XRD). The IR spectra of octahydropyrido[1,2-a]pyrimidinones 4a–d are characterized by reduced vibrational

• crystal 4a–d and 5a–c are in excellent agreement with the results of 1D and 2D NMR studies, enabling us to extend these structural assignments to other synthesized bicycles. The complete assignment of signals in 1H and 13C NMR spectra was performed using two-dimensional 1H-1H COSY, NOESY and 1H-13C HSQC

• . Supporting Information Supporting Information File 16: General synthetic procedures, characterization data, XRD analysis data and copies of 1H, 19F, 13C NMR spectra, IR spectra, HRMS spectra of all synthesized compounds. Acknowledgements Analytical studies were carried out using the equipment of the Center

Synthesis of new tetra- and pentacyclic, methylenedioxy- and ethylenedioxy-substituted derivatives of the dibenzo[c,f][1,2]thiazepine ring system

• Gábor Berecz,
• András Dancsó,
• Mária Tóthné Lauritz,
• Loránd Kiss,
• Gyula Simig and
• Balázs Volk

Beilstein J. Org. Chem. 2025, 21, 2645–2656, doi:10.3762/bjoc.21.205

• standard open 40 μL aluminum pan under 50 mL/min nitrogen atmosphere. IR spectra were obtained on a Bruker ALPHA FT-IR spectrometer in KBr pellets or in neat. NMR spectra were recorded at 295 K on a Bruker Avance III HD 600 (600 and 150 MHz for 1H and 13C NMR spectra, respectively) spectrometer equipped

• with a Prodigy cryo-probehead or a Varian Unity Inova 500 (500 and 125 MHz for 1H and 13C NMR spectra, respectively), or a Varian Unity Inova 400 (400 and 100 MHz for 1H and 13C NMR spectra, respectively), or a Varian Gemini 200 (200 and 50 MHz for 1H and 13C NMR spectra, respectively) spectrometer

• MHz, CDCl3): 7.99 (d, 3J = 8.4 Hz, 1H), 7.95 (d, 4J = 2.1 Hz, 1H), 7.86 (s, 1H), 7.66 (dd, 4J = 2.1 Hz, 3J = 8.3 Hz, 1H), 6.83 (s, 1H), 4.35 (m, 2H), 4.30 (m, 2H), 3.24 (s, 3H); 13C NMR (150 MHz, CDCl3): 187.20, 149.26, 142.28, 138.57, 138.06, 135.76, 134.05, 133.80, 133.09, 125.83, 125.27, 120.48

Thiazolidinones: novel insights from microwave synthesis, computational studies, and potentially bioactive hybrids

• Luan A. Martinho,
• Victor H. J. G. Praciano,
• Guilherme D. R. Matos,
• Claudia C. Gatto and
• Carlos Kleber Z. Andrade

Beilstein J. Org. Chem. 2025, 21, 2618–2636, doi:10.3762/bjoc.21.203

• compounds 3n and 4n was carried out using torsion angle analysis and 13C NMR chemical shift calculations to evaluate the absence of expected signals in the NMR spectra of these compounds. Their photophysical properties were also assessed, confirming a preference for a fluorescence mechanism via an ICT

• efficient synthesis of eight novel imidazo[1,2-a]pyridine–thiazolidinone hybrids in high yields (up to 99%). A spectroscopic analysis of selected compounds was carried out, including torsion angle evaluation and 13C NMR chemical shift calculations, justifying the absence of expected signals in some cases

• scans) and 151 MHz for 13C NMR (20,480 scans), using an overnight experiment in DMSO-d6 at a concentration of 0.1 M. Specifically, the spectra showed either an absence of expected signals or a lack of signal multiplicity, which was apparent in both the 1H NMR and, more prominently, in the 13C NMR

Ni-promoted reductive cyclization cascade enables a total synthesis of (+)-aglacin B

• Si-Chen Yao,
• Jing-Si Cao,
• Jian Xiao,
• Ya-Wen Wang and
• Yu Peng

Beilstein J. Org. Chem. 2025, 21, 2548–2552, doi:10.3762/bjoc.21.197

• structures of aglacins A, B, C, and E. Retrosynthetic analysis of (+)-aglacin B (2). Synthesis of cyclization precursor 5. Synthesis of (+)-aglacin B (2). Supporting Information Supporting Information File 16: Experimental procedures, characterization data, and copies of 1H/13C NMR spectra

Synthesis and characterization of a isothiouronium-calix[4]arene derivative: self-assembly and anticancer activity

• Giuseppe Granata,
• Loredana Ferreri,
• Claudia Giovanna Leotta,
• Giovanni Mario Pitari and
• Grazia Maria Letizia Consoli

Beilstein J. Org. Chem. 2025, 21, 2535–2541, doi:10.3762/bjoc.21.195

• groups by sodium borohydride and then converted to chloromethyl groups by treatment with thionyl chloride, to give compound 2. The reaction of compound 2 with thiourea in THF gave compound 3 as a white solid in 96% yield. Compound 3 was characterized by 1H and 13C NMR in DMSO-d6 as a solvent (Figure 1

• = 14.3 Hz, 4H, 2 × 4 ArCH2Ar), 6.66 (s, 8H, 8 × ArH); 13C NMR (100.6 MHz, DMSO-d6, 297 K) δ 13.9 (q, dodecyl CH3), 22.2, 26.2, 29.0, 29.5, 29.8, 30.1 (t, dodecyl CH2), 31.5 (t, ArCH2Ar), 34.7 (t, CH2S), 75.0 (t, OCH2), 127.8 (d, ArH), 128.8 (s, ArC-CH2S), 135.0 (s, ArC-CH2S), 156.0 (s, ArCO), 169.4 (s, C

• 10.4.1 (GraphPad Software, Inc., San Diego, CA). Selectivity index determination: The selectivity index of compound 3 was calculated as the ratio of the IC50 in the cancer cell line to the IC50 in the non-malignant cell line, according to the following formula 1H NMR (left) and 13C NMR (right) spectra

Effect of a photoswitchable rotaxane on membrane permeabilization across lipid compositions

• Udyogi N. K. Conthagamage,
• Lilia Lopez,
• Zuliah A. Abdulsalam and
• Víctor García-López

Beilstein J. Org. Chem. 2025, 21, 2498–2512, doi:10.3762/bjoc.21.192

• the compounds, while chloroform was used for cholesterol and lipid stock solutions. 1H NMR spectra were recorded using Bruker AV III 400 and Bruker AV III 500 spectrometers. 13C NMR was conducted on a Bruker AV III 500 spectrometer. All chemical shifts (δ) are reported in ppm, referencing residual non

Palladium-catalyzed regioselective C1-selective nitration of carbazoles

• Vikash Kumar,
• Jyothis Dharaniyedath,
• Aiswarya T P,
• Sk Ariyan,
• Chitrothu Venkatesh and
• Parthasarathy Gandeepan

Beilstein J. Org. Chem. 2025, 21, 2479–2488, doi:10.3762/bjoc.21.190

• thoroughly characterized by 1H and 13C NMR spectroscopy, HRMS, and single-crystal X-ray diffraction analysis (Figure 1). A range of solvents was subsequently screened; however, none provided an improvement over 1,4-dioxane for this transformation (Table 1, entries 2 and 3). In addition to AgNO3, other silver

Synthetic study toward vibralactone

• Liang Shi,
• Jiayi Song,
• Yiqing Li,
• Jia-Chen Li,
• Shuqi Li,
• Li Ren,
• Zhi-Yun Liu and
• Hong-Dong Hao

Beilstein J. Org. Chem. 2025, 21, 2376–2382, doi:10.3762/bjoc.21.182

• . Supporting Information Supporting Information File 34: Characterization data and 1H NMR, 13C NMR spectra of the compounds. Acknowledgements The authors sincerely acknowledge all of the anonymous reviewers for their valuable comments and suggestions. Funding We are grateful for financial support from the Qin