Rongalite addition to dienones: diastereoselectivity in cyclic sulfone synthesis; stereochemical rationalization and prospects as a general conjugate nucleophile

• Melina Goga,
• Hao Zong,
• James Franco,
• Jazmine Prana,
• Rudolph Michel,
• Antonia Muro,
• Elana Rubin,
• Janet Brenya,
• Henk Eshuis and
• Magnus W. P. Bebbington

Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56

• unknown products. Typical signals for the trans-product could be seen in the crude 1H NMR spectrum, but we were not able to isolate this compound in sufficient purity for characterization. We were intrigued to study the cyclooctanone-derived substrate 17 [41], as it would give an interesting bicyclic

Anti-invasive and cytotoxic evaluation of a (+)-pinoresinol-based semisynthetic library against glioblastoma

• Chen Zhang,
• Kah Yean Lum,
• Jonathan M. White,
• Paul I. Forster,
• Nicholas Booth,
• Sunita A. Ramesh and
• Rohan A. Davis

Beilstein J. Org. Chem. 2026, 22, 691–704, doi:10.3762/bjoc.22.54

• reported. In this study, we chemically investigated the seeds of Eremophila maculata for the first time, which led to the isolation and characterization of two known plant metabolites, (+)-salicifoliol and (+)-pinoresinol. Due to the reported biological properties of the lignan natural product

• reaction using N-bromosuccinimide (NBS) in CH2Cl2 at room temperature (1 h), we produced 5 as a single enantiomer (i.e., (+)-5,5'-dibromopinoresinol). Herein, we report the full spectroscopic and spectrometric characterization of this molecule. Furthermore, analogues 6 and 7 are new semisynthetic molecules

• ), which enabled the absolute configuration of 3 to be assigned as 7S,8R,7'S,8'R. Moreover, this is the first report of a crystal structure of (+)-eudesmin (3). In 2015, Lu et al. reported the purification and full characterization of both enantiomers of eudesmin from Acorus tatarinowii, along with the X

Regioselective approach to 5-arylsulfonylisoxazoles and their antimicrobial activity

• Artem S. Sazonov,
• Dmitry A. Vasilenko,
• Denis V. Porfiriev,
• Yuri K. Grishin,
• Rimma A. Gazzaeva,
• Alisa P. Chernyshova,
• Maxim A. Kryakvin,
• Anna A. Baranova,
• Vera A. Alferova and
• Elena B. Averina

Beilstein J. Org. Chem. 2026, 22, 592–602, doi:10.3762/bjoc.22.45

• conditions. MIC (μg/mL) against bacterial and fungal lines. Supporting Information Supporting Information File 8: General synthetic and biological procedures, characterization data and copies of 1H, 13C{1H}, 19F, 31P, 1H-13C HSQC, 1H-13C HMBC NMR spectra, HRMS spectra and the results of the elemental

Molecular tweezer–peptide conjugates disrupt the protein–protein interaction between survivin and histone H3 essential in mitosis

• Catherine Gsell,
• Philipp Rebmann,
• Karina Opara,
• Christine Beuck,
• Peter Bayer,
• David Bier,
• Ingrid R. Vetter and
• Thomas Schrader

Beilstein J. Org. Chem. 2026, 22, 557–567, doi:10.3762/bjoc.22.41

• lyophilization, the product 2a was obtained as fully protonated TFA salt (43%); deprotonation with equimolar aq. NaOH produced the sodium salt of 2a quantitatively. The analytical characterization of 2a turned out to be difficult, because even in DMSO-d6, most NMR signals remained very broad, and in part

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

• regioselective methanolysis of new azido-4-nitrobenzoate epoxycyclooctane isomers and the characterization of the resulting products are described herein. Firstly, treatment of key compound 8-azidocyclooct-4-en-1-ol with 4-nitrobenzoyl chloride followed by an epoxidation reaction and then methanolysis of the

• ring-opening reaction of the epoxides 9 with HCl(g) in MeOH resulted in the formation of chlorohydrin-azidobenzoate isomers 10 and 11 in a total yield of 96% (Scheme 2). Then, for full characterization of the structures of the obtained products, the mixture of chlorohydrins was converted into the

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

• capable of remediating uranium from aqueous environments [38][39]. Results and Discussion PCP HA synthesis and characterization Various strategies have been developed for the synthesis of hydroxamic acid derivatives over the years [40]. Classical and most popular routes involve the direct reaction 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

Synthesis of a HDAC inhibitor–nanogold probe for cryo-EM visualization in class I HDAC co-repressor complexes

• Wiktoria A. Pytel,
• John W. R. Schwabe and
• James T. Hodgkinson

Beilstein J. Org. Chem. 2026, 22, 480–485, doi:10.3762/bjoc.22.35

• to rt, 18 h, 92%; l) Au–NH2, DMSO, rt, 20 h. Supporting Information Supporting Information File 4: Chemical protocols and characterization data for compounds, biological protocols including cryo-EM grid prep, data collection, and images of micrographs. Acknowledgements We thank Dr. Christos Savva

A facile and practical method for the synthesis of trans-(±)-taxifolin and its derivatives via Darzens reaction

• Bo Peng,
• Panpan Yang,
• Maaz Khan,
• Xiaotong Lin,
• Jiang Wu,
• Peng Fu and
• Qingqing Wu

Beilstein J. Org. Chem. 2026, 22, 443–450, doi:10.3762/bjoc.22.31

• Information File 2: Reaction conditions screening, experimental section with characterization data and copies of spectra. Funding This work was financially supported by the Zhongshan Municipal Natural Science Foundation (Grant# 2023B2019) and the Creative Research Group of Zhongshan City (Lingnan

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

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

• . Supporting Information Supporting Information File 14: Characterization data and copies of spectra. Acknowledgements We thank Enamine Ltd for the material and technical support. Funding Studies were financed in part by the Ministry of Science and Higher Education within the project POL- OPENSCREEN, the

Dialkylaminoalkylation of β-ketosulfones via ring-opening of 3-sulfonylpyrrolidines

• Evgeny M. Buev,
• Alexander V. Pavlushin,
• Vladimir S. Moshkin and
• Vyacheslav Y. Sosnovskikh

Beilstein J. Org. Chem. 2026, 22, 383–389, doi:10.3762/bjoc.22.26

• optimization of the reaction conditions.a Supporting Information Supporting Information File 12: Experimental section, characterization data and copies of spectra. Funding This work was financially supported by the Russian Science Foundation (Grant 22-73-10008-П).

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

• Information File 38: General information, experimental procedures, characterization data, X-ray data and biological activity data. Acknowledgements This research made use of resources from the Centre for Magnetic Resonance, X-ray Diffraction Centre, Centre for Chemical Analysis and Materials of Saint

A mild and atom-efficient four-component cascade strategy for the construction of biologically relevant 4-hydroxyquinolin-2(1H)-one derivatives

• Dmitrii A. Grishin,
• Kseniia I. Sharkovskaia,
• Ilya G. Kolmakov,
• Daria A. Ipatova,
• Rostislav A. Petrov,
• Nikolai D. Dagaev,
• Dmitry A. Skvortsov,
• Maria G. Khrenova,
• Valeriy V. Andreychev,
• Sergei A. Evteev,
• Yan A. Ivanenkov,
• Roman L. Antipin,
• Olga А. Dontsova and
• Elena K. Beloglazkina

Beilstein J. Org. Chem. 2026, 22, 244–256, doi:10.3762/bjoc.22.18

• pyranoquinoline and in the open-chain ester (see Scheme 6). Supporting Information Supporting Information File 36: Experimental procedures and analytical characterization of all synthesized compounds. Acknowledgements The authors are grateful to Maria E. Filkina for assistance with the design and preparation of

Conformational analysis of difluoromethylornithine: factors influencing its gas-phase and bioactive conformations

• Matheus P. Freitas

Beilstein J. Org. Chem. 2026, 22, 237–243, doi:10.3762/bjoc.22.17

• this work, we present a quantum-chemical study aimed at elucidating the origin of the conformational stability of DFMO. Particular emphasis is placed on natural bond orbital (NBO) analysis [12], which enables a detailed characterization of hyperconjugative interactions and other stereoelectronic

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

• activated delayed fluorescence (TADF). Correlating temperature-dependent lifetimes with phase characterization indicate that, in amorphous environments lacking ordered π–π stacking and rigid confinement, the small ΔEST promotes reverse intersystem crossing, yielding delayed fluorescence; whereas in powder

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

• standard curve was constructed using potassium dihydrogen phosphate solutions (0.5, 1.0, and 1.5 µg P/mL) as the standard solutions. Diaryl phosphate synthesis and characterization The synthesis methods for diaryl phosphates using commercial and extracted phytic acid are included in Supporting Information

• Supporting Information File 24: Experimental section, characterization data and copies of spectra. Acknowledgements We acknowledge the Analytical Research Center for Experimental Science, Saga University, for the NMR spectroscopy and mass spectrometry measurements. We thank Editage (https://www.editage.com

Base-promoted deacylation of 2-acetyl-2,5-dihydrothiophenes and their oxygen-mediated hydroxylation

• Vladimir G. Ilkin,
• Margarita Likhacheva,
• Igor V. Trushkov,
• Tetyana V. Beryozkina,
• Vera S. Berseneva,
• Vladimir T. Abaev,
• Wim Dehaen and
• Vasiliy A. Bakulev

Beilstein J. Org. Chem. 2026, 22, 192–204, doi:10.3762/bjoc.22.13

• : Full experimental details and characterization data of all new compounds. Supporting Information File 18: Copies of NMR spectra of all new compounds. Supporting Information File 19: CIF-file for compound 5g. Supporting Information File 20: CheckCIF-file for compound 5g. Funding We gratefully

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

• characterization of 25CN-NBOH and report key physicochemical properties in the solid state as well as in the solution state, namely stability, ionization, solubility, partition coefficient, and membrane permeability. We show that the hydrochloride salt is a stable and well-defined crystalline compound that is also

• of the required imine intermediate that upon reduction yields the desired product. The free base 1 was purified on normal-phase flash column chromatography, and 1·HCl was subsequently precipitated, providing a white crystalline solid (vide infra). Characterization of 25CN-NBOH·HCl (1·HCl) in the

• thermogravimetric analysis (TGA) curves did not show any significant mass loss prior to the melting point, further strengthening the conclusion that 1·HCl is not present as a hydrate or solvate upon crystallization from EtOH. Characterization of 25CN-NBOH (1) in solution 1·HCl displayed a thermodynamic solubility

A new synthesis of Tyrian purple (6,6’-dibromoindigo) and its corresponding sulfonate salts

• Holly Helmers,
• Mark Horton,
• Julie Concepcion,
• Jeffrey Bjorklund and
• Nicholas C. Boaz

Beilstein J. Org. Chem. 2026, 22, 167–174, doi:10.3762/bjoc.22.10

• yield 6,6’-dibromo-5,5’,7-indigotrisulfonic acid trisodium salt (10). pKa Values and λmax values for sulfonated indigo and 6,6’-dibromoindigo species. Supporting Information Supporting Information File 8: Experimental procedures, characterization data and copies of spectra. Acknowledgements The

Circumventing Mukaiyama oxidation: selective S–O bond formation via sulfenamide–alcohol coupling

• Guoling Huang,
• Huarui Zhu,
• Shuting Zhou,
• Wanlin Zheng,
• Fangpeng Liang,
• Zhibo Zhao,
• Yifei Chen and
• Xunbo Lu

Beilstein J. Org. Chem. 2026, 22, 158–166, doi:10.3762/bjoc.22.9

• diastereomeric sulfinimidate esters. Reaction optimization for the synthesis of sulfinimidate esters.a Supporting Information Supporting Information File 4: Experimental procedures, characterization data and copies of spectra. Funding We are grateful to the National Natural Science Foundation of China

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

• the structure are shown in Table S1 in Supporting Information File 1. Supporting Information File 14: General synthetic procedures, characterization data and copies of IR spectra, 1H-13C{1H}, 1H-1H dqfCOSY, 1H-1H NOESY, 1H-13C HMQC, 1H-13C HMBC NMR spectra of all synthesized compounds, and

Total synthesis of natural products based on hydrogenation of aromatic rings

• Haoxiang Wu and
• Xiangbing Qi

Beilstein J. Org. Chem. 2026, 22, 88–122, doi:10.3762/bjoc.22.4

• catalyst in the presence of perchloric acid to obtain (−)-decahydrotabersonine, a product with a completely reduced aromatic ring (Scheme 13) [79]. Through the structural characterization of the product, the authors found that the hydrogenation was highly stereoselective, yielding only cis-hydrogenated

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

• of anion 2 with halogens, suggested structure of trapped product. The energies were obtained at the revDSD-PBEP86(D4)/aug-ccpVTZ/CPCM(acetonitrile)//r2SCAN-3c/CPCM(acetonitrile) level of theory. Supporting Information Supporting Information File 4: Experimental procedures, product characterization

One-pot synthesis of ethylmaltol from maltol

• Immanuel Plangger,
• Marcel Jenny,
• Gregor Plangger and
• Thomas Magauer

Beilstein J. Org. Chem. 2025, 21, 2755–2760, doi:10.3762/bjoc.21.212

• a transient protecting group strategy to access ethylmaltol (1). Supporting Information Supporting Information File 8: Detailed experimental procedures and characterization data. Acknowledgements We thank Jan Paciorek (University of Innsbruck) and Jasmin Ferreira (University of Innsbruck) for

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

• ≠ are given in kcal/mol. Optimization of the reaction conditions.a In vitro fungicidal activity of the synthesized nitro-NNO-azoxy compounds 2a. Supporting Information Supporting Information File 4: General information on materials and instruments, experimental procedures, and characterization data for