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

Synthesis of diaryl phosphates using phytic acid as a phosphorus source

• Kazuya Asao,
• Seika Matsumoto,
• Haruka Mori,
• Riku Yoshimura,
• Takeshi Sasaki,
• Naoya Hirata,
• Yasuyuki Hayakawa and
• Shin-ichi Kawaguchi

Beilstein J. Org. Chem. 2026, 22, 213–223, doi:10.3762/bjoc.22.15

• acid molecule (Figure 6 and Figure S3 in Supporting Information File 1) [57][58][59]. The full 1H, 13C, and 31P NMR spectra are provided in Supporting Information File 1. Next, the extracted phytic acid was used for phosphate synthesis. Although the reaction was conducted under the same conditions as

• File 1. The isolated compounds were characterized via NMR (1H, 13C, 19F, and 31P) and low-resolution mass spectrometry measurements. The NMR measurements were conducted using a Varian NMR 400 MHz system (400 MHz) and a Bruker AVANCE NEO console (400 MHz). Mass spectrometry was performed using LCMS-2020

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

• III (H-9 (δ 1.58)/H2-11 (δ 2.55, 2.48)). 1H,13C HMBC correlations were then observed from the methyl protons H3-12 (δ 0.89) and H3-13 (δ 0.83) to the sp3 methylene carbon C-3 (δ 41.3), the sp3 quaternary carbon C-4 (δ 32.8), and the sp3 methine carbon C-5 (δ 55.2). Correlations were observed from the

• . 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

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

• , in the latter two cases with water molecules hydrogen-bonded to the OH and NH groups. The calculated 13C chemical shift was compared to the experimentally observed values in Supporting Information File 1. A slightly better correlation between the calculated and experimentally observed chemical shift

• was obtained for the structure with two water molecules hydrogen-bonded to the OH and NH groups. The predicted isotope effect was calculated as the difference between the computationally predicted 13C chemical shift for the regular model and for models where each O–H and N–H bond was shortened by 0.01

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

• Diffraction Research Methods of the A. E. Arbuzov Institute of Organic and Physical Chemistry, the Kazan Scientific Center of the Russian Academy of Sciences. The 1H-13C{1H}, 1H-1H dqfCOSY, 1H-1H NOESY, 1H-13C HMQC, 1H-13C HMBC NMR spectra were recorded on a Jeol ECX400A spectrometer operating at 399.78 MHz

• (1H), 100.53 MHz (13C) in CDCl3 using residual signals of the nondeuterated solvent (δH 7.26, δC 77.16) as the references. The vibrational spectra were measured on a Shimadzu IR-Prestige-21 Fourier-transform IR spectrometer in KBr pellets over 400–4000 cm−1 range (resolution was 2 cm−1). Mass spectra

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

Sustainable electrochemical synthesis of aliphatic nitro-NNO-azoxy compounds employing ammonium dinitramide and their in vitro evaluation as potential nitric oxide donors and fungicides

• Alexander S. Budnikov,
• Nikita E. Leonov,
• Michael S. Klenov,
• Andrey A. Kulikov,
• Igor B. Krylov,
• Timofey A. Kudryashev,
• Aleksandr M. Churakov,
• Alexander O. Terent’ev and
• Vladimir A. Tartakovsky

Beilstein J. Org. Chem. 2025, 21, 2739–2754, doi:10.3762/bjoc.21.211

• hygroscopic nature. Any manipulations must be carried out by using appropriate standard safety precautions. 1H, 13C, 14N NMR spectra were recorded with Bruker DRX-500 (500.1, 125.8, 36.1 MHz, respectively) and Bruker AV600 (600.1, 150.9, 43.4 MHz, respectively) spectrometers. Chemical shifts are reported in

• delta (δ) units, parts per million (ppm) downfield from internal TMS (1H, 13C) or external CH3NO2 (14N negative values of δN correspond to upfield shifts). The IR spectra were recorded with a Bruker ALPHA-T spectrometer in the range of 400–4000 cm−1 (resolution 2 cm−1) as pellets with KBr or as a thin

• all compounds, XRD of 2c, computational details, and copies of 1H, 13C, 14N, 1H,13C HSQC, and 1H,13C HMBC NMR spectra. Supporting Information File 5: Crystallographic information for compound 2c. Supporting Information File 6: CheckCIF report for the data of 2c. Acknowledgements Crystal structure

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

• , causes the formation of two to four diastereomers, the structure of which has been determined with 1H, 19F, 13C, 2D 1H-13C HSQC/HMBC, 1H-1H COSY/NOESY NMR and X-ray diffraction analysis. Keywords: condensed pyridones; 1,3-diamino-2-propanol; ethyl 4,4,4-trifluoroacetoacetate; methyl ketones; three

• 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

Tandem hydrothiocyanation/cyclization of CF₃-iminopropargyl alcohols with NaSCN in the presence of AcOH

• Ruslan S. Shulgin,
• Ol’ga G. Volostnykh,
• Anton V. Stepanov,
• Igor’ A. Ushakov,
• Alexander V. Vashchenko and
• Olesya A. Shemyakina

Beilstein J. Org. Chem. 2025, 21, 2694–2702, doi:10.3762/bjoc.21.207

• available starting materials were used without further purification. CF3/n-C3F7-substituted iminopropargyl alcohols 1 were prepared according to published methods [31][32]. The structures of synthesized products have been proven by 1H, 13C and 2D (1Н,13С HMBC) NMR, 19F NMR techniques, as well as IR spectra

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

• . The pulse programs were taken from the Bruker software library (TopSpin 3.5) and full 1H and 13C assignments were achieved with widely accepted strategies. 1H assignments were accomplished using general knowledge of chemical shift dispersion with the aid of the 1H–1H coupling pattern. CDCl3 or DMSO-d6

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

The high potential of methyl laurate as a recyclable competitor to conventional toxic solvents in [3 + 2] cycloaddition reactions

• Ayhan Yıldırım and
• Mustafa Göker

Beilstein J. Org. Chem. 2025, 21, 2389–2415, doi:10.3762/bjoc.21.184

• shows the spectrum of methyl laurate, which was utilized as a solvent. Figure 13c presents the spectrum of the reaction mixture, collected from the reaction medium after one hour had elapsed since the beginning of the reaction. Figure 13d shows the spectrum of the initial reaction mixture and the

• mixture collected from the reaction medium after five minutes. Figure 13e presents the spectrum of the isolated product 3a. As demonstrated in Figure 13c and 13d, the signal attributed to the C=N stretching of starting nitrone 1a, observed at 1548 cm−1, disappears. This finding suggests that the nitrone

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

Insoluble methylene-bridged glycoluril dimers as sequestrants for dyes

• Suvenika Perera,
• Peter Y. Zavalij and
• Lyle Isaacs

Beilstein J. Org. Chem. 2025, 21, 2302–2314, doi:10.3762/bjoc.21.176

• but insoluble in CHCl3, CH2Cl2, methanol, acetone, acetonitrile, and hexane; G2W4: soluble in CHCl3, CH2Cl2, acetonitrile, DMSO, and TFA but insoluble in methanol, acetone, and hexane). The new hosts G2W1–G2W4 were fully characterized spectroscopically (1H and 13C NMR, IR, MS) and the data is in

• deshielding effect of the lone pairs on the adjacent OCH3 group and the neighboring aromatic ring. Similarly, the number of resonances in the 13C NMR recorded for G2W1 (19 observed, 19 expected), G2W2 (17 observed, 17 expected), G2W3 (13 observed, 13 expected), G2W4 (11 observed, 11 expected) are also

• -insoluble acyclic CB[n]-type receptors that possess benzene (G2W4), naphthalene (G2W3), and triphenylene (G2W1 and G2W2) walls bearing methoxy substituents. The new hosts were fully characterized by 1H NMR, 13C NMR, IR, mass spectrometry, and X-ray crystallography (G2W1 and G2W3). We studied the efficiency

Research towards selective inhibition of the CLK3 kinase

• Vinay Kumar Singh,
• Frédéric Justaud,
• Dabbugoddu Brahmaiah,
• Nangunoori Sampath Kumar,
• Blandine Baratte,
• Thomas Robert,
• Stéphane Bach,
• Chada Raji Reddy,
• Nicolas Levoin and
• René L. Grée

Beilstein J. Org. Chem. 2025, 21, 2250–2259, doi:10.3762/bjoc.21.172

• Supporting Information Supporting Information File 26: Detailed experimental procedures and spectral data, kinase inhibition studies, molecular modelling studies, analysis of dose-dependent effect of VS-77 on the kinase activity of Mm_CLKs and copies of the 1H and 13C NMR spectra. Acknowledgements We thank

Pd-catalyzed dehydrogenative arylation of arylhydrazines to access non-symmetric azobenzenes, including tetra-ortho derivatives

• Loris Geminiani,
• Kathrin Junge,
• Matthias Beller and
• Jean-François Soulé

Beilstein J. Org. Chem. 2025, 21, 2234–2242, doi:10.3762/bjoc.21.170

• from phenylhydrazine and aryl bromides. The gray box provides a detailed list of all identified side-products. Supporting Information Supporting Information File 20: Details of optimization experiments, full characterization data, and NMR spectra (1H, 13C, 19F) for all products. Funding L.G

Thiadiazino-indole, thiadiazino-carbazole and benzothiadiazino-carbazole dioxides: synthesis, physicochemical and early ADME characterization of representatives of new tri-, tetra- and pentacyclic ring systems and their intermediates

• Gyöngyvér Pusztai,
• László Poszávácz,
• Anna Vincze,
• András Marton,
• Ahmed Qasim Abdulhussein,
• Judit Halász,
• András Dancsó,
• Gyula Simig,
• György Tibor Balogh and
• Balázs Volk

Beilstein J. Org. Chem. 2025, 21, 2220–2233, doi:10.3762/bjoc.21.169

• on a Bruker ALPHA FT-IR spectrometer in KBr pellets, ν̃ was reported in cm−1. 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-probe head. Full 1H and 13C assignments were achieved

• , filtered and washed with water to give 5a (6.56 g, 94%) as a yellow powder. Mp 160.5–161.5 °C (EtOH); 1H NMR (600 MHz, DMSO-d6) δ 7.64 (m, 2H), 7.21 (br s, 1H), 7.00 (m, 1H), 4.51 (br s, 2H), 3.33 (s, 3H), 2.40 (s, 3H); 13C{1H} NMR (150 MHz, DMSO-d6) δ 149.6, 147.3, 134.1, 129.1, 116.0, 114.6, 112.9, 34.7

• , 1H), 7.53 (m, 5H), 7.32 (br s, 1H), 6.54 (dd, J = 7.7, 0.9 Hz, 1H), 4.55 (br s, 2H), 3.45 (s, 3H); 13C{1H} NMR (150 MHz, DMSO-d6) δ 152.6, 147.4, 135.2, 133.9, 12 9.9, 129.0 (2C), 128.8 (2C), 128.6, 116.4, 116.2, 113.5, 35.2; IR (KBr) ν̃: 3407, 3374, 3335, 1467, 1300, 1155, 1111 cm−1; HREIMS (m/z

A m-quaterphenyl probe for absolute configurational assignments of primary and secondary amines

• Yuka Takeuchi,
• Mutsumi Kobayashi,
• Yuuka Gotoh,
• Mari Ikeda,
• Yoichi Habata,
• Tomohiko Shirai and
• Shunsuke Kuwahara

Beilstein J. Org. Chem. 2025, 21, 2211–2219, doi:10.3762/bjoc.21.168

• used without further purification. Melting points were obtained with a Mel-Temp capillary apparatus and were not corrected. IR spectra were obtained as KBr disks on a JASCO FT/IR-410 spectrophotometer. The FAB mass spectra were recorded using a JEOL 600H mass spectrometer. 1H and 13C{1H} NMR spectra

• ), 7.00 (dt, J1 = 8.7 Hz, J2 = 3.6 Hz, 4H), 3.86 (s, 6H), 3.68–3.46 (m, 6H), 3.20–3.12 (m, 2H), 1.12 (d, J = 6.6 Hz); 13C NMR (100 MHz, CDCl3) δ 159.3, 141.4, 140.7, 134.0, 133.2, 130.3, 128.2, 126.3, 126.0, 114.3, 63.4, 60.7, 55.4, 51.3, 13.3; IR (KBr) νmax: 3407, 2959, 1732, 1607, 1517, 1489, 1249, 1178

• central biphenyl moiety rotates freely, forming an equilibrium mixture of P and M conformers. Supporting Information Supporting Information File 9: Experimental procedures, characterization data including copies of NMR spectra (1H NMR, 13C NMR), CD spectra of (S)-2f and (R)-2f, theoretical calculations

Further elaboration of the stereodivergent approach to chaetominine-type alkaloids: synthesis of the reported structures of aspera chaetominines A and B and revised structure of aspera chaetominine B

• Jin-Fang Lü,
• Jiang-Feng Wu,
• Jian-Liang Ye and
• Pei-Qiang Huang

Beilstein J. Org. Chem. 2025, 21, 2072–2081, doi:10.3762/bjoc.21.162

• the 13C NMR spectrum. We have succeeded in preparing a single crystal from the oxidation products. Interestingly, the X-ray diffraction analysis [66] showed that the single crystal contained two diastereomers (19/20) with the structures displayed in Scheme 2. Similarly, the DMDO oxidation of

• cytopathogenicity in MDCK cells with IC50 values of 15.5 and 24.5 μM, respectively. Attracted by both their structure and bioactivities, we anticipated their synthesis. The author determined the structure by means of spectroscopic (1H, 13C NMR, HSQC, HMBC, and 1H-1H COSY), and MS analysis, and claimed that “their

• 1H and 13C NMR are methanol-d4 that is different from Tan’s work [21] who used DMSO-d6 to record 1H and 13C NMR spectra of (–)-chaetominine (1). Thus we undertook the synthesis of the proposed structures of aspera chaetominines A (12) and B (13). By adopting our first-generation strategy [57][58][61