Synthesis of β-ketophosphonates through aerobic copper(II)-mediated phosphorylation of enol acetates

• Alexander S. Budnikov,
• Igor B. Krylov,
• Fedor K. Monin,
• Valentina M. Merkulova,
• Alexey I. Ilovaisky,
• Liu Yan,
• Bing Yu and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2025, 21, 1192–1200, doi:10.3762/bjoc.21.96

• phosphorylation of enol acetates. Optimization of reaction conditions for the synthesis of β-ketophosphonate 3a from enol acetate 1a and diisopropyl H-phosphonate (2a)a. Supporting Information Supporting Information File 4: Experimental details, compound characterization data, and NMR spectra. Funding This work

Selective monoformylation of naphthalene-fused propellanes for methylene-alternating copolymers

• Kenichi Kato,
• Tatsuki Hiroi,
• Seina Okada,
• Shunsuke Ohtani and
• Tomoki Ogoshi

Beilstein J. Org. Chem. 2025, 21, 1183–1191, doi:10.3762/bjoc.21.95

• conditions (Figure 2a). Insoluble solids, [3.3.3]_branch and [4.3.3]_branch, were obtained due to formation of bonding networks and washed repeatedly with CH2Cl2, H2O, and acetone. Characterization of methylene-alternating copolymers The thermal stability of the oligomers and polymers were evaluated with

A multicomponent reaction-initiated synthesis of imidazopyridine-fused isoquinolinones

• Ashutosh Nath,
• John Mark Awad and
• Wei Zhang

Beilstein J. Org. Chem. 2025, 21, 1161–1169, doi:10.3762/bjoc.21.92

• -aromatization. Optimization of IMDA and re-aromatization reactions for the preparation of 8a. Supporting Information Supporting Information File 50: General reaction procedures, compound characterization data, and copies of NMR spectra. Conflict of Interest The authors declare no competing financial interest.

A versatile route towards 6-arylpipecolic acids

• Erich Gebel,
• Cornelia Göcke,
• Carolin Gruner and
• Norbert Sewald

Beilstein J. Org. Chem. 2025, 21, 1104–1115, doi:10.3762/bjoc.21.88

• and dihedral angles ϕ for both protons H2 and H6 as well as the resulting conformation for the compound. Supporting Information Supporting Information File 38: Experimental procedures, characterization data and NMR spectra. Acknowledgements The authors thank the analytic department at University

Supramolecular assembly of hypervalent iodine macrocycles and alkali metals

• Krishna Pandey,
• Lucas X. Orton,
• Grayson Venus,
• Waseem A. Hussain,
• Toby Woods,
• Lichang Wang and
• Kyle N. Plunkett

Beilstein J. Org. Chem. 2025, 21, 1095–1103, doi:10.3762/bjoc.21.87

• protocol, and the characterization data are consistent with the original dataset [18]. Through a series of crystallographic experiments, we demonstrate that HIMs coordinate with alkali metals through the periphery carbonyl oxygens via metal–oxygen bonding to form a higher order metal-coordinated

Pd-Catalyzed asymmetric allylic amination with isatin using a P,olefin-type chiral ligand with C–N bond axial chirality

• Natsume Akimoto,
• Kaho Takaya,
• Yoshio Kasashima,
• Kohei Watanabe,
• Yasushi Yoshida and
• Takashi Mino

Beilstein J. Org. Chem. 2025, 21, 1018–1023, doi:10.3762/bjoc.21.83

• allylic amination of acetate 12 with isatin (11a).a Supporting Information Data of thermal racemization of 7, DFT calculations for investigating racemization mechanism of 7, general methods and materials, experimental procedures and characterization data, 1H, 13C and 31P NMR spectra for 9 and 10, 1H, 13C

• and 31P NMR spectra and HPLC charts for (±)-7, (+)-7 and (–)-7, 1H and 13C NMR spectra and HPLC charts for (S)-13a–k (except (S)-13e) and (S)-16. Supporting Information File 18: Experimental section and compounds characterization. Funding This work was supported by a Grant-in-Aid for Scientific

On the photoluminescence in triarylmethyl-centered mono-, di-, and multiradicals

• Daniel Straub,
• Markus Gross,
• Mona E. Arnold,
• Julia Zolg and
• Alexander J. C. Kuehne

Beilstein J. Org. Chem. 2025, 21, 964–998, doi:10.3762/bjoc.21.80

Study of tribenzo[b,d,f]azepine as donor in D–A photocatalysts

• Katy Medrano-Uribe,
• Jorge Humbrías-Martín and
• Luca Dell’Amico

Beilstein J. Org. Chem. 2025, 21, 935–944, doi:10.3762/bjoc.21.76

• powerful, efficient and versatile organic photocatalysts. We herein present the design, synthesis and study of a new sulfur-based D–A family using diverse nitrogen donors (Figure 1b). We performed complete photophysical characterization of the diverse D–A molecules to analyze the structure–properties

• promising redox potentials in their excited states, indicating their potential to function as effective bimodal photocatalysts. Additionally, our photophysical characterization provided essential insights into their behavior in the excited state and stability. We initiated the study of the photocatalytic

• ). Giese addition using N-Cbz-Pro (12) and dimethyl maleate (13). Pinacol coupling of benzaldehyde (15). Supporting Information Supporting Information File 10: Reactivity studies, general experimental procedures, product isolation and characterization, spectroscopic data for new compounds, and copies of

A convergent synthetic approach to the tetracyclic core framework of khayanolide-type limonoids

• Zhiyang Zhang,
• Jialei Hu,
• Hanfeng Ding,
• Li Zhang and
• Peirong Rao

Beilstein J. Org. Chem. 2025, 21, 926–934, doi:10.3762/bjoc.21.75

• crystallographic data for this paper. These data can be obtained free of charge via the joint Cambridge Crystallographic Data Centre (CCDC) and Fachinformationszentrum Karlsruhe Access Structures service. Supporting Information File 8: Experimental procedures, NMR spectra and other characterization data for all

Silver(I) triflate-catalyzed post-Ugi synthesis of pyrazolodiazepines

• Muhammad Hasan,
• Anatoly A. Peshkov,
• Syed Anis Ali Shah,
• Andrey Belyaev,
• Chang-Keun Lim,
• Shunyi Wang and
• Vsevolod A. Peshkov

Beilstein J. Org. Chem. 2025, 21, 915–925, doi:10.3762/bjoc.21.74

• characterization data and the copies of NMR spectra. Acknowledgements We gratefully acknowledge the National Natural Science Foundation of China (No. 21971174 and 21906114), Nazarbayev University Faculty-Development Competitive Research Grants Program (11022021FD2903), Nazarbayev University Collaborative Research

Dicarboxylate recognition based on ultracycle hosts through cooperative hydrogen bonding and anion–π interactions

• Wen-Hui Mi,
• Teng-Yu Huang,
• Xu-Dong Wang,
• Yu-Fei Ao,
• Qi-Qiang Wang and
• De-Xian Wang

Beilstein J. Org. Chem. 2025, 21, 884–889, doi:10.3762/bjoc.21.72

• . Synthesis of ultracycles. Supporting Information Supporting Information File 4: Experimental details and characterization data (including 1H NMR, 13C NMR, IR, and HRMS of precursor compounds and ultracycles, X-ray data for B4aH, theoretical calculations, and NMR titration data). Funding Financial support

Cu–Bpin-mediated dimerization of 4,4-dichloro-2-butenoic acid derivatives enables the synthesis of densely functionalized cyclopropanes

• Patricia Gómez-Roibás,
• Andrea Chaves-Pouso and
• Martín Fañanás-Mastral

Beilstein J. Org. Chem. 2025, 21, 877–883, doi:10.3762/bjoc.21.71

• )cyclopropanes by base-promoted intramolecular cyclization. Supporting Information Supporting Information File 2: Experimental procedures, characterization data and copies of NMR spectra. Funding Financial support from the AEI (PID2020-118237RB-I00), European Research Council (863914), Xunta de Galicia (ED431C

Data accessibility in the chemical sciences: an analysis of recent practice in organic chemistry journals

• Sally Bloodworth,
• Cerys Willoughby and
• Simon J. Coles

Beilstein J. Org. Chem. 2025, 21, 864–876, doi:10.3762/bjoc.21.70

• , standards, and data centers for these communities. The Materials Genome Initiative (MGI) [9] has accelerated the production of large, public datasets that are driving an exponential increase in the design and discovery of novel materials, their properties prediction and characterization [10][11][12

• at least two types of data (Figure 2a,b). Commonly, studies generated NMR data (93%) and mass spectrometry (MS) data (87%) as these are the minimum requirement for compound characterization in all journals (Figure 2c). Are unprocessed primary data included? (Access_3) 239 of the 240 articles produced

Light-enabled intramolecular [2 + 2] cycloaddition via photoactivation of simple alkenylboronic esters

• Lewis McGhie,
• Hannah M. Kortman,
• Jenna Rumpf,
• Peter H. Seeberger and
• John J. Molloy

Beilstein J. Org. Chem. 2025, 21, 854–863, doi:10.3762/bjoc.21.69

• the substrate scope. Conditions: 3 (1 equiv), xanthone (20 mol %), MeCN (0.03 M), under 365 nm irradiation, rt, 16 h; axanthone (50 mol %) was used and reactions were run for 48 h; bto aid characterization of isolated material, the product was isolated after oxidation to the corresponding

• scrambling.a Reaction optimization of intramolecular [2 + 2] cycloaddition.a Supporting Information Supporting Information File 52: Experimental section, characterization, and copies of spectra. Acknowledgements We thank Eduardo Garcia Alonso for preliminary results and Dr. Roza Bouchal for help with cyclic

Chitosan-supported CuI-catalyzed cascade reaction of 2-halobenzoic acids and amidines for the synthesis of quinazolinones

• Xuhong Zhao,
• Weishuang Li,
• Mengli Yang,
• Bojie Li,
• Yaoyao Zhang,
• Lizhen Huang and
• Lei Zhu

Beilstein J. Org. Chem. 2025, 21, 839–844, doi:10.3762/bjoc.21.67

• ). Optimization of reaction conditionsa. Supporting Information Supporting Information File 48: Full experimental details, characterization data and copies of NMR spectra of all products. Funding This work was financially supported by Project of Science and Technology Research of Hubei Provincial Department of

Substituent effects in N-acetylated phenylazopyrazole photoswitches

• Radek Tovtik,
• Dennis Marzin,
• Pia Weigel,
• Stefano Crespi and
• Nadja A. Simeth

Beilstein J. Org. Chem. 2025, 21, 830–838, doi:10.3762/bjoc.21.66

• equipment, experimental procedures, compound characterization, UV–vis spectra at different concentrations, photochemical experiments, thermal isomerization analysis, and NMR spectra. Funding We thank the Swedish Vetenskapsrådet for a Starting Grant (2021-05414 to SC and to 2023-04088 to NAS). This work was

4-(1-Methylamino)ethylidene-1,5-disubstituted pyrrolidine-2,3-diones: synthesis, anti-inflammatory effect and in silico approaches

• Nguyen Tran Nguyen,
• Vo Viet Dai,
• Luc Van Meervelt,
• Do Thi Thao and
• Nguyen Minh Thong

Beilstein J. Org. Chem. 2025, 21, 817–829, doi:10.3762/bjoc.21.65

• compounds 5a–e. Molecular docking results of potential drugs with enzyme iNOS. Supporting Information Supporting Information File 44: Synthetic procedures, compound characterization, X-ray crystallographic data, bioassay for NO inhibition, NMR and ESI-HRMS spectra for all reported compounds

Synthesis and photoinduced switching properties of C₇-heteroatom containing push–pull norbornadiene derivatives

• Daniel Krappmann and
• Andreas Hirsch

Beilstein J. Org. Chem. 2025, 21, 807–816, doi:10.3762/bjoc.21.64

• Daniel Krappmann Andreas Hirsch Department Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nikolaus-Fiebiger Straße 10, 91058 Erlangen, Germany 10.3762/bjoc.21.64 Abstract We report the synthesis and characterization of heteroatom-incorporated norbornadiene (NBD

• Information Supporting Information File 42: Experimental, characterization data, copies of NMR spectra and switching experiments. Funding The authors acknowledge financial support provided by the Deutsche Forschungsgemeinschaft (DFG) as part of the project “Molekulares Management von Sonnenenergie - Chemie

Regioselective formal hydrocyanation of allenes: synthesis of β,γ-unsaturated nitriles with α-all-carbon quaternary centers

• Seeun Lim,
• Teresa Kim and
• Yunmi Lee

Beilstein J. Org. Chem. 2025, 21, 800–806, doi:10.3762/bjoc.21.63

• , experimental procedures, characterization data and copies of spectra. Funding This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) (NRF-2020R1A2C1005817).

Development and mechanistic studies of calcium–BINOL phosphate-catalyzed hydrocyanation of hydrazones

• Carola Tortora,
• Christian A. Fischer,
• Sascha Kohlbauer,
• Alexandru Zamfir,
• Gerd M. Ballmann,
• Jürgen Pahl,
• Sjoerd Harder and
• Svetlana B. Tsogoeva

Beilstein J. Org. Chem. 2025, 21, 755–765, doi:10.3762/bjoc.21.59

• used it after isolation and characterization. In these cases, BINOL phosphate 5 was purchased, and used either without any further purification (Table 2, entries 5–7), or it was washed first with 2 N HCl solution, then rinsed with water, to remove possible traces of Ca2+, which could stem from

Copper-catalyzed domino cyclization of anilines and cyclobutanone oxime: a scalable and versatile route to spirotetrahydroquinoline derivatives

• Qingqing Jiang,
• Xinyi Lei,
• Pan Gao and
• Yu Yuan

Beilstein J. Org. Chem. 2025, 21, 749–754, doi:10.3762/bjoc.21.58

• Supporting Information Supporting Information File 30: Experimental procedures, characterization data for all new compounds, and NMR spectra of products. Funding We are grateful for the financial support from the China Postdoctoral Science Foundation (2021M692713) and the Natural Science Foundation of

Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA

• Raphael Bereiter and
• Ronald Micura

Beilstein J. Org. Chem. 2025, 21, 727–735, doi:10.3762/bjoc.21.56

• (pulldown of circular Pepper RNA from total RNA of HEK 293T cells) see reference [11]. Supporting Information Supporting Information File 26: Experimental, characterization data and copies of NMR spectra. Funding This work was funded in part by the Austrian Science Fund FWF [P31691, F8011-B] and the

Acyclic cucurbit[n]uril bearing alkyl sulfate ionic groups

• Christian Akakpo,
• Peter Y. Zavalij and
• Lyle Isaacs

Beilstein J. Org. Chem. 2025, 21, 717–726, doi:10.3762/bjoc.21.55

• Christian Akakpo Peter Y. Zavalij Lyle Isaacs Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States 10.3762/bjoc.21.55 Abstract We report the synthesis and characterization of a new acyclic cucurbit[n]uril (CB[n]) host C1 that features four

• spectroscopic characterization of C1 along with determination of its inherent aqueous solubility and self-association properties. Next, we present the X-ray crystal structure of C1 as its C1·Me6CHDA complex. Subsequently, we describe a qualitative investigation of C1·guest and M1·guest complexation by 1H NMR

• spectroscopy and quantitative investigation by isothermal titration calorimetry (ITC). Finally, we discuss the trends in binding affinity observed for C1·guest and M1·guest complexation. Design, synthesis and characterization of C1 In order to disentangle the effects of the ionic group (sulfonate versus

Semisynthetic derivatives of massarilactone D with cytotoxic and nematicidal activities

• Rémy B. Teponno,
• Sara R. Noumeur and
• Marc Stadler

Beilstein J. Org. Chem. 2025, 21, 607–615, doi:10.3762/bjoc.21.48

• derivatives 2–8. The preliminary characterization of these products, in contrast to the parent compound, showed that both massarilactone D 3,4-di-O-methacryloyl-7-O-(6-chloro-3,4-dihydro-2,5-dimethyl-2H-pyran-2-carbonyl) (2) and massarilactone H 3,4-di-O-trans-cinnamoyl (3) exhibited a significant cytotoxic

Total synthesis of (±)-simonsol C using dearomatization as key reaction under acidic conditions

• Xiao-Yang Bi,
• Xiao-Shuai Yang,
• Shan-Shan Chen,
• Jia-Jun Sui,
• Zhao-Nan Cai,
• Yong-Ming Chuan and
• Hong-Bo Qin

Beilstein J. Org. Chem. 2025, 21, 601–606, doi:10.3762/bjoc.21.47

• access of the basic skeleton of (±)- simonsol C. Synthetic details to (±)-simonsol C. Supporting Information Supporting Information File 12: Experimental procedures and characterization data of new compounds. Funding This work was financially supported by start-up package of Yunnan Minzu University.