Kinetic resolution of racemic planar-chiral vinylcymantrenes by molybdenum-catalyzed asymmetric metathesis dimerization

• Haruna Imazu,
• Hitoshi Izu,
• Yasuhiro Ohki and
• Masamichi Ogasawara

Beilstein J. Org. Chem. 2026, 22, 568–574, doi:10.3762/bjoc.22.42

• ], reveals that the molybdenum-catalyzed asymmetric metathesis reactions are powerful tools to control planar chirality in various transition-metal complexes. ORTEP drawing of the X-ray structure of (S,S)-(–)-2b with atom numbering (thermal ellipsoids set at the 30% probability level). Selected bond lengths

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

• centromere protein), and the kinase Aurora B. During mitosis, Aurora B phosphorylates important components of the kinetochore and thus exerts control over key events of the whole process. The other three proteins localize the CPC during the different mitotic phases [4]. Survivin, borealin and INCENP are

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

• mixture of melifolione A (1) and B (2) (181 mg, 0.6 mmol, ratio ca. 10:1) was dissolved in 16 mL acetonitrile. After addition of water (4 mL), the solution was cooled on ice and iodosobenzene diacetate (212 mg, 0.66 mmol) was added under stirring. The solution turned yellow and later orange. TLC control

Recent advances in the stereoselective synthesis of distal biaxially chiral molecules

• Fanxing Zhou,
• Chen Zhang,
• Lingyu Sun,
• Yiyun Fang,
• Siming Zheng,
• Lina Hu,
• Mengyang Shen,
• Zhen Zhao,
• Wei Xu,
• Yunqiang Sun and
• Zi-Qiang Rong

Beilstein J. Org. Chem. 2026, 22, 461–479, doi:10.3762/bjoc.22.34

• often difficult to control [37], particularly for remote biaxial systems (1,3-biaxial and beyond), where diastereoselectivity and enantioselectivity are challenging to regulate. Various multiaxial chiral natural products with high biological activity exist in nature [28], and in artificial synthesis

• construction of remote biaxial chiral molecules. These strategies enable precise control over the stereochemistry of multiple axes in a single reaction, allowing efficient formation of distal biaxial chiral scaffolds while maintaining excellent enantio- and diastereoselectivity. Recent studies have

• exceeding 60%. Sequential construction of distal biaxial chirality via stepwise axis formation Although one-step catalytic methods enable the efficient and direct construction of remote biaxially chiral molecules, the spatial interactions between multiple chiral axes can make it challenging to fully control

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

• viability, one-way ANOVA was performed using GraphPad Prism software [64], as shown in Figure 8, comparing the control group to each test concentration of the compound 7 (Figure 8a) and compound 8 (Figure 8b). The results showed no significant differences between the control and 6.12 µM concentrations

• dissolved in DMSO and administered at concentrations of 6.27, 12.5, 25, 50, 100, and 200 μM, along with a control group. All treatments were performed in triplicate to minimise analytical and experimental errors. Cells were cultured for a further 24 hours under the same conditions following chemical

• concentration (µM) vs cell viability (%) of compounds of a) 7 and b) 8. Significant difference of control vs concentration: a) compound 7, b) compound 8. 2D and 3D binding interaction of active (1M17) EGFR tyrosine kinase and synthesised compounds: a) 7 and b) 8, c) 2D interaction of crystal structure 1M17 and

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

• atoms and/or in the aromatic p-positions to them, which form respectively the narrow (lower) and wide (upper) rims of the calixarene macrocycle when it possesses a cone shape. Both the core functionalization and shape control strategies are most developed for calix[4]arene cores, and that is exactly why

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

• and 1% penicillin/streptomycin mixture, for obtaining concentrations ranging from 0.1 to 1000 µM. All experiments were carried out in triplicate, and the data are presented as mean ± standard deviation. Paclitaxel (PTX) was used as positive control. Compounds-treated and untreated cells were incubated

Electrosynthetic access to unsymmetrical oxaza[8]helicenes with high chiral stability and strong circularly polarized luminescence (CPL)

• Tin Zar Aye,
• Rubal Sharma,
• Muthu Karuppasamy,
• Daiya Suzuki,
• Haruka Nakajima,
• Yoshitane Imai,
• Mitsuhiro Arisawa,
• Mohamed S. H. Salem and
• Shinobu Takizawa

Beilstein J. Org. Chem. 2026, 22, 372–382, doi:10.3762/bjoc.22.25

• is often hindered by chemoselectivity and regioselective control. Here, we exploit the differential redox potentials of two coupling partners as a key player to achieve a chemo- and regioselective electrosynthetic access to a new family of unsymmetrical oxaza[8]helicenes. A controlled anodic sequence

• electrochemical arenol activations reported by Waldvogel and co-workers [46]. Subsequent intramolecular dehydrative cyclization furnishes the desired oxaza[8]helicenes 5. The oxidation-potential gap between 3 and 4 and the reactivity of Int-I thus provides a handle to control chemo- and regioselectivity

• designed coupling partners to control both chemo- and regioselectivity. A finely tuned anodic sequence enables selective oxidative hetero-coupling followed by dehydrative cyclization, delivering extended [8]helical scaffolds efficiently under mild, oxidant-free conditions. Combined experimental and DFT

Non-central chirality in organic chemistry

• Ken Tanaka and
• Naohiko Yoshikai

Beilstein J. Org. Chem. 2026, 22, 370–371, doi:10.3762/bjoc.22.24

• commonality lies in how chirality emerges from extended molecular frameworks, dynamic conformational landscapes, or topological constraints. As such, non-central chirality challenges both our synthetic capabilities and our conceptual understanding of stereochemical control. Numerous reviews have addressed

Recent advances in the cleavage of non-activated amides

• Eun-Sol Choi and
• Hyo-Jun Lee

Beilstein J. Org. Chem. 2026, 22, 352–369, doi:10.3762/bjoc.22.23

• bioactive compounds underwent smooth esterification with TFE to give the corresponding 2,2,2-trifluoroethyl esters 82–85 in high yields. To elucidate the reaction mechanism, cyclic voltammetry experiments, control reactions, and DFT calculations were conducted. At the anode, bromide ions are oxidized to

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

• , 4k and 4l was equal to 25, 19, 31, 21, 23, and 19% for the tested compounds and control sample, respectively. As can be seen from the obtained data the wound healing ability are consistent with the cytoskeleton data. Compounds 4g and 4l, which led to less stress fibers (87 ± 22%, 71 ± 16% vs 46 ± 7

• % for 4g, 4l vs control, respectively) and nearly the same filopodia-like deformations (35 ± 15% and 36 ± 22% vs 33 ± 17% for 4g and 4l vs control, respectively) as compared to the control, result in low wound healing ability when applied to Sk-mel-2 cells. At the same time, compound 4i which led to

• slightly less stress fibers (53 ± 3% vs 46 ± 7% for 4i vs control, respectively) and more filopodia-like deformations (57 ± 3% vs 33 ± 17% for 4i vs control, respectively) as compared to the control, result in increased wound healing ability in treated Sk-mel-2 cells. Molecular docking. To confirm the

Arene activation via π-bond localization: concepts and opportunities

• Paul Meiners,
• Julian J. Melder and
• Tobias Morack

Beilstein J. Org. Chem. 2026, 22, 257–273, doi:10.3762/bjoc.22.19

• dimension of control: chirality at the metal center. The resulting enantioenriched complexes have enabled a suite of asymmetric transformations (vide infra) [47]. Structure and properties To rationalize and predict the enhanced reactivity of η2-bound arenes, it is instructive to first examine the properties

• class of aromatic molecules, depending on the coordination site. When using arenes with the ability to tautomerize, additional latent functionality is introduced (Figure 7B). This dynamic binding behavior provides greater overall versatility, but precise control of the metal binding site is critical to

• Mo(I) species, followed by reduction in trifluorotoluene, afforded the enantioenriched trifluorotoluene complex with essentially complete retention at the metal stereocenter (er = 99:1). However, control of the metal stereocenter alone is insufficient: a defined interaction with the prochiral

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

• complex. Elucidating this interplay is essential for rationalizing DFMO’s inhibitory potency and may also offer broader insight into how fluorinated substituents control molecular conformation in biologically relevant environments. Although the biological milieu is known to induce only minor structural

• together with Lewis-type effects control the orientation of the difluoromethyl group, are summarized in Table S1 (Supporting Information File 1). As expected, σCH → σ*CN is the dominant interaction (>3 kcal mol−1) and is present in all type-I structures. When these interactions are summed for each

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

• , lifetime, and efficiency, make them highly versatile for integration into advanced optoelectronic devices [9][10][11]. The performance limits of these devices, particularly in terms of their brightness, longevity, and efficiency, are largely dependent on the ability to precisely control the dynamics of the

• and exploring its potential applications in various optoelectronic devices. The ability to control and utilize both fluorescence and phosphorescence in 1 opens up promising avenues for future research, particularly in the development of advanced materials for light-emitting devices. At room

Screwing the helical chirality through terminal peri-functionalization

• Devesh Chandra,
• Sachin and
• Upendra Sharma

Beilstein J. Org. Chem. 2026, 22, 205–212, doi:10.3762/bjoc.22.14

• ; Introduction Nature utilizes helical chirality for the inception of life. The double-helical structure of DNA and the helical conformations of proteins are key examples of the helical chirality. Inspired by these natural systems, chemists have developed methods to construct and control helicity in synthetic

• , biosensors and other forms of the materials sciences continuing its relevance to cutting edge research [1][2]. However, precise control and manipulation of helical chirality in synthetic systems remain technically challenging. This complexity may have led to underestimation of its potential, as research

• in their core structure [8]. Point chirality is the simplest form of chirality, and it is relatively easy to control and characterize during the synthesis of organic molecules. Due to these facts point chirality holds a central position among the different types of chirality. Axial chirality is

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

• cyclooctano-spiroannulated dihydrothiophenes 4a–f were transformed into products 5a–f in 58–90% yield. Piperidine- and azepane-substituted cyclooctano-spiroannulated dihydrothiophenes 4e,f also transformed into deacylated products 5e,f in 71% and 89% yield, respectively. Several control experiments were

• (0.13–0.22 mmol, 1.0 equiv), sodium (0.66–1.11 mmol, 5 equiv), dry EtOH (2.5–3.0 mL). Control experiments. Proposed mechanism. Optimization of the transformation of dihydrothiophene 1a.a Optimization of the transformation of dihydrothiophene 4a.a Supporting Information Supporting Information File 17

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

• incubated at 37 °C for 24 hours. Bacterial growth was assessed by measuring turbidity at 550 nm using a spectrophotometer. The MIC was defined as the lowest concentration of the test compound that inhibited ≥90% of bacterial growth relative to the control (no compound). Structures of streptoquinolines A (1

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

• (Agilent Technologies). Cary WinUV Simple Reads Application (Version 5.0.0, Agilent Technologies) was used for instrument control and data collection. The experiment was performed in triplicate. Stability in solution The stability of 1 was determined in 67 mM sodium phosphate buffer (pH 7.40, I = 0.18 M

• , respectively, while UV–vis spectra were recorded using the fiber optic probe (10 mm light path) of the inForm diode array spectrometer. The instrument control and data analysis were performed using the inForm software Version 1.1.3.6 (Sirius Analytical, Forest Row, UK). HPLC Samples from distribution

• and 0.1% phosphoric acid in the ratios 35:65 and 25:75, v/v for the distribution coefficient and stability experiments, respectively. The ChemStation software (Version B.04.03, Agilent Technologies) was used for instrument control and data collection. Computational chemistry DFT calculations were

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

• building blocks used in natural product syntheses are often difficult to prepare or scale-up, constrained by subtle chemical reactivity, functional group compatibility, and control of stereoselectivity. Together, these factors continue to shape the pursuit of concise and practical synthetic routes to

• electrochemical systems, have expanded the toolbox further by enabling reductive dearomatization under exceptionally mild conditions and with high functional-group compatibility. Collectively, these hydride- and electron-transfer approaches enrich the landscape of arene reduction by providing tunable control over

• mechanistic hypothesis. Based on this stereochemical control, the Stoltz team successfully obtained the asymmetric hydrogenation product 176, which spontaneously underwent intramolecular cyclization to furnish the bridged cyclic compound 177. With compound 177 in hand, a series of three transformations

Advances in Zr-mediated radical transformations and applications to total synthesis

• Hiroshige Ogawa and
• Hugh Nakamura

Beilstein J. Org. Chem. 2026, 22, 71–87, doi:10.3762/bjoc.22.3

• remains widely used today as a reducing agent [3] (Figure 1). In recent years, this accessibility, together with advances in radical chemistry, has motivated many researchers to investigate control of radical reactions using zirconium. A particularly important physical property of zirconium is its large

• presence of a Cl–π interaction, which facilitates the facile XAT process. Since this step is accompanied by the formation of a strong Zr–Br bond [12], the overall process is exothermic (ΔGrxn = −22.6 kcal/mol) and provides the thermodynamic driving force for the reaction. Next, control experiments were

Synthesis and applications of alkenyl chlorides (vinyl chlorides): a review

• Daniel S. Müller

Beilstein J. Org. Chem. 2026, 22, 1–63, doi:10.3762/bjoc.22.1

• ). Thus, the reaction is synthetically valuable but necessitates careful control of reagent quantities and reaction conditions for optimal yields. Chemists from Alkaloida reported that 4-chromanones undergo transformation to the corresponding 4-halo-2H-chromenes upon treatment with PCl3 (Scheme 17) [70

• discrepancy to product degradation during purification on neutralized silica gel (1% NEt₃) or neutral alumina. However, this hypothesis was not experimentally verified, as no control experiment involving the passage of a pure, non-volatile alkenyl chloride through the purification media was reported to assess

• excellent stereochemical control using NCS (Scheme 29F) [119]. Kigoshi reported the reaction of alkenylsilane with NCS to afford compound 176 which served as building block for the total synthesis of 15-epi-haterumalide NA (Scheme 29G) [120]. Interestingly, the transformation of alkenylsilanes to alkenyl

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

• , electroorganic synthesis has become a powerful and reliable strategy for the functionalization of organic compounds under green and mild reaction conditions [36][37][38][39]. The control of selectivity through the variation of parameters such as current, voltage, electrolyte, electrodes, and the type of

• product nitro-NNO-azoxy propane 2a exhibits an oxidation peak at +1.68 V (Figure 2, pink curve). Despite the lower oxidation potential of 2a, we speculate that an excess of ADN suppresses competitive oxidation of the reaction product. To gain insight into the reaction mechanism, control experiments were

• calculations were performed [93] on ωB97X-3c [94] /CPCM(MeCN) level of theory (Figure 3). Based on cyclic voltammetry data, control experiments, and our previous study, the mechanism of the electrochemical synthesis of nitro-NNO-azoxy compounds 2 was proposed (Figure 3, Scheme 5). The reaction starts from

Total synthesis of asperdinones B, C, D, E and terezine D

• Ravi Devarajappa and
• Stephen Hanessian

Beilstein J. Org. Chem. 2025, 21, 2730–2738, doi:10.3762/bjoc.21.210

• ]. For example, using 1 equivalent of reagent 29, the cross-coupling of 3-iodo-6-prenyl-N-acetylindole (27) led to the adduct 32 in 52% yield accompanied by the reduced product 37 in 30% and the dehydro product 38 in 10% yield. Control experiments revealed that the iodozinc reagent from 29 was unaffected

• - and allylindoles. Markovnikov hydrochlorination and hydrotrifluoroacetylation. Synthesis of asperdinones B–E 1–4. Control experiment. Control experiment of the Negishi cross-coupling reaction. Synthesis of terezine D and ent-asperdinone E. Supporting Information Supporting Information File 18

Recent advancements in the synthesis of Veratrum alkaloids

• Morwenna Mögel,
• David Berger and
• Philipp Heretsch

Beilstein J. Org. Chem. 2025, 21, 2657–2693, doi:10.3762/bjoc.21.206

Silica gel with covalently attached bambusuril macrocycle for dicyanoaurate sorption from water

• Michaela Šusterová and
• Vladimír Šindelář

Beilstein J. Org. Chem. 2025, 21, 2604–2611, doi:10.3762/bjoc.21.201

• ; gold mining; macrocycles; Introduction Inorganic anions play essential roles in a variety of biological and biochemical mechanisms and are also involved in many industrial and manufacturing processes. Due to their significant environmental impact, it is important to monitor their presence and control