Modern synthetic pathways towards eribulin and its subunits

• Sebastian Dominik Graf

Beilstein J. Org. Chem. 2026, 22, 495–526, doi:10.3762/bjoc.22.37

• -dimethoxypropane, pyridinium p-toluenesulfonate, acetone, rt; iii. DMP, NaHCO3, DCM, rt; iv. NaBH4, MeOH, 0 °C; (l) TBAF, THF, rt. Below: Mechanism of the Achmatowicz rearrangement during step (d). Synthesis of 92. Reaction conditions: (a) TESCl, imidazole, DCM, 0 °C to rt; (b) i. oxalyl chloride, DMSO, NEt3, DCM

• , EtOAc, 15 °C; ii. CrCl2, NiCl2, 1-bromo-2-trimethylsilylethene, DMSO, MeCN, 30 °C; iii. AcOH, H2O, 95 °C, crystallization; iv. TBDMSOTf, 2,6-lutidine, MTBE, 30 °C, crystallization; v. NIS, MeCN, toluene, TBDMSCl, 35 °C; (k) DIBAL-H, 2,6-di-t-Bu-4-hydroxytoluene, toluene, 65 °C. Below: Reaction sequence

• towards 102; DIC: N,N′-diisopropylcarbodiimide. Synthesis of 117. (a) i. acetone, CuSO4, rt; ii. H2O2, K2CO3, H2O, rt; iii. EtI, MeCN, 70 °C; (b) i. Ag2O, BnBr, toluene, rt; ii. LiAlH4, THF, rt; iii. (COCl)2, NEt3, DMSO, DCM, −78 °C; (c) (PhO)2POCH2COOEt, DBU, THF, −78 °C; (d) K3(FeCN)6, OsO4, K2CO3, (DHQ

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

• using thin-layer chromatography, with the appearance of the characteristic red spot upon treatment with FeCl3 confirming the presence of the hydroxamic acid functionality. Moreover, the formation of the tetra-hydroxamic acid product was confirmed by 1H NMR spectroscopy in deuterated DMSO, as evidenced

• %). 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

• corresponding hydroxamic acid, with no detectable acid-derived by-products. Solubility tests revealed that PCP HA is soluble exclusively in highly polar aprotic solvents (DMSO, DMF) and remains completely insoluble in other common organic solvents (chloroform, ether, etc.) and water. The absence of ligand

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

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

• ethanol to yield the title compound as a light gray powder (4.05 g, 72%). 1H NMR (400 MHz, DMSO-d6) δ 9.72 (s, 1H), 7.91 (d, J = 8.7 Hz, 2H), 7.76 (t, J = 6.9 Hz, 2H), 7.41 (t, J = 7.3 Hz, 1H), 7.35 (d, J = 1.8 Hz, 1H), 7.29 (m, 2H), 7.71 (dd, J = 8.3, 1.8 Hz, 1H), 6.90 (d, J = 8.2 Hz, 1H), 5.70 (s, 1H

• ), 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

• solution of the test compound in DMSO or DMSO itself was added (1 µL), mixed by gently pipetting up and down, then incubated for seven minutes at room temperature. The glutaminase reaction was initiated by addition of 20 µL of a solution of glutamine (100 mM) and K2HPO4 (500 mM), then mixed by gently

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

• mg, 0.75 mmol) in DMSO (7.5 mL) at room temperature under a nitrogen atmosphere. The mixture was stirred until the yellow colour had disappeared. The bromo compound 12 (465 mg, 1 mmol) was dissolved in THF (7.5 mL) and slowly added to the above reaction mixture, followed by stirring for an additional

• ): 2951, 2859, 1695, 1660, 1575, 1509, 1354, 1240, 1177, 1072, 828 cm−1. Synthetic procedure of compound 8 Dioctyl diselenide (289 mg, 0.75 mmol), NaBH4 (100 mg, 2.6 mmol), and 7.5 mL of DMSO were taken in a two-neck round-bottom flask at room temperature under a nitrogen-rich atmosphere. The mixture was

• 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

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

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 File 1. Cytotoxicity assay Stock solutions of each compound were prepared in DMSO at 100 mM and diluted into medium supplemented with 10% FBS. The final DMSO content in the solutions did not exceed 0.1%. Cancer cell lines: HeLa (ATCC CCL-2, Human cervix adenocarcinoma cells), A549

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

• of pKa 12–17 (in DMSO) [37]. Considering that the pKa of 1-phenyl-2-(phenylsulfonyl)ethan-1-one 1 is close to that interval (pKa 11.4, DMSO) we estimated its smooth incorporation in the process. Nevertheless, previously developed conditions for the pyrrolidination reaction provided insufficient

Synthesis of tricyclic fused pyrrolidine nitroxides from 2-alkynylpyrrolidine-1-oxyls

• Mark M. Gulman,
• Yuliya F. Polienko,
• Sofia Yu. Trakhininа,
• Yuri V. Gatilov,
• Tatyana V. Rybalova,
• Sergey A. Dobrynin and
• Igor A. Kirilyuk

Beilstein J. Org. Chem. 2026, 22, 344–351, doi:10.3762/bjoc.22.22

• triazoles to occur [25]. However, there are also examples where the corresponding triazoles were isolated instead of 5-azidopentyne derivatives under the same conditions (DMF, 80 °C) [26]. The nitroxides 3a–f were treated with excess of NaN3 in milder conditions, in DMSO at 60 °C, and a single product was

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

• NaCN, wet DMSO, 160 °C) failed to yield the target product. Acidic and alkaline hydrolysis followed by decarboxylation also proved unsuccessful (Scheme 4E). Subsequently, following the second retrosynthetic approach (Scheme 2), compounds 2b and 2c were reacted with 3,4-dimethoxybenzaldehyde via Michael

• subsequent conversion into isopropyl and cyclohexyl esters. Cytotoxicity and antibacterial activity Selected synthesized compounds were evaluated for their antibacterial activity and cytotoxicity. The compounds exhibited poor water solubility but were readily soluble in DMSO. Experimental details are

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

• recorded on a Bruker Avance III 500HD superconducting NMR spectrometer using DMSO-d6 as the solvent and tetramethylsilane (TMS) as the internal standard. Single crystals suitable for X-ray diffraction analysis were grown from a dichloromethane/n-hexane solvent system; diffraction data were collected on a

• final pure product, 5-(3-(9H-carbazol-9-yl)phenyl)-2-(p-tolyl)isoindoline-1,3-dione (1), was obtained as a solid in a yield of 1.36 g (90%). 1H NMR (500 MHz, DMSO-d6) δ 8.34 (s, 1H), 8.31(d, 1H), 8.27 (d, 2H), 8.13 (s, 1H), 8.07–7.98 (m, 2H), 7.84 (t, 1H), 7.74 (d, 1H), 7.53–7.42 (m, 4H), 7.33 (s, 4H

• ), 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

• (SHIMADZU, Kyoto, Japan) and JMS GC-mate II (JEOL, Tokyo, Japan) instruments. The melting points were determined using a Q-200 differential scanning calorimeter (TA Instruments, New Castle, DE, USA). The NMR spectra were recorded in a deuterated solvent (D2O, methanol-d4 or dimethyl sulfoxide (DMSO)-d6

• )), and the residual solvent was set to the chemical shift reference for 1H NMR (H2O, δ 4.79 ppm; MeOH, δ 3.31 ppm; DMSO, δ 2.50 ppm). All NMR spectra were compared with those reported in previous studies [15][46][47][48] and found to be consistent with the references. The spectra are provided in

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

• , seven sp3 methylene carbons, two sp3 methine carbons, two sp2 methine carbons, two sp3 quaternary carbons, two oxygenated sp3 quaternary carbons, five sp2 quaternary carbons, and three carbonyl carbons from an analysis of the HMQC spectrum. The 1H NMR spectrum (in DMSO-d6) exhibited signals

• . 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

• 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

• ·HCl as a white solid (643 mg, 1.84 mmol, 74%). Rf (50% (EtOAc/EtOH 3:1 + 2% aqueous NH3)/n-heptane) 0.47; 1H NMR (600 MHz, DMSO-d6, δ) 10.24 (bs, 1H), 8.98 (bs, 2H), 7.38 (dd, J = 7.5; 1.7 Hz, 1H), 7.35 (s, 1H), 7.24 (td, J = 7.7; 1.7 Hz, 1H), 7.14 (s, 1H), 6.96 (dd, J = 8.2; 1.2 Hz, 1H), 6.85 (td, J

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

• Scheme 5A, dimethyl sulfoxide (DMSO) did not react with the benzyl bromide and instead only returned the starting material. The addition of 1.2 equivalents of silver nitrate promoted the substitution of the benzyl bromide with DMSO to yield an alkoxysulfonium ion 8 [22]. Following substitution, the

• ) yields a mixture of regioisomers 3 and 7. Benzylic bromination of 4-bromo-2-nitrotoluene (3). A) Treatment of 4-bromo-2-nitrobenzyl bromide (6) with DMSO did not yield the alkoxysulfonium ion intermediate 8. B) Silver nitrate-mediated Kornblum oxidation yields 4-bromo-2-nitrobenzaldehyde (4) in fair

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

• 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

• . for C58H38N4O2Pt2, 1212.2343; found, 1212.2342; 1H NMR (400 MHz, DMSO-d6) δ 8.81 (d, J = 5.2 Hz, 2H), 8.41 (d, J = 8.0 Hz, 2H), 8.25 (t, J = 8.0 Hz, 2H), 8.14 (d, J = 8.0 Hz, 2H), 8.00–8.07 (m, 4H), 7.93 (d, J = 8.0 Hz, 2H), 7.85 (d, J = 8.4 Hz, 2H), 7.67–7.75 (m, 2H), 7.50–7.57 (m, 6H), 7.32 (dd, J

• = 1.2 and 8.4 Hz, 2H), 7.20–6.95 (m, 6H), 3.77 (s, 6H); 13C NMR (100 MHz, DMSO-d6) δ 164.1, 157.6, 155.0, 154.0, 150.8, 147.1, 142.2, 140.1, 137.6, 133.7, 130.7, 129.1, 128.5, 127.8, 127.2, 126.8, 126.7, 126.1, 125.0, 124.1, 123.6, 119.3, 119.2, 117.9, 113.4, 110.1, 109.5, 106.2, 56.3; IR(KBr) νmax

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

• photophysical properties of the dyes. The sensitivity/selectivity properties of the dyes to anions were investigated in DMSO and aqueous media, revealing that the dyes were selectively responsive only to cyanide anions. Changes after interactions were determined through absorption spectra and color changes

• spectrometry methods (Figures S1–S10 in Supporting Information File 1). Optical properties of dyes Photophysical properties of dyes 2a–c were assessed in four different organic solvents with various polarities (DMSO, acetone, chloroform, and THF) via absorption spectra and DFT calculations (Table 2). Figure 2a

• −, HSO4−, and NO3−) in the form of the corresponding tetrabutylammonium (TBA) salt. Firstly, a titration study was conducted by the addition of 20 equiv of anions to dyes in organic solvent as DMSO (Figure 3). A significant response was only observed during the addition of cyanide. Upon addition of

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

• (methoxycarbonyl)cycloheptatriene 3 (pKa(DMSO) = 8.65) [20][21] with potassium tert-butoxide and subjected to reactions with electrophilic reagents. The reactions gave two primary products 4 and 5 (Scheme 1) through an attack to either the most available i-position or the most nucleophilic but sterically hindered

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

• (Scheme 30A) [125]. Decades later, Dolby demonstrated that a 70:30 E/Z mixture of precursors could be selectively converted into the pure E-alkenyl chloride 135 by treatment with NaOH in DMSO (Scheme 30B) [126]. Related strategies involving the addition of chlorine to alkenylsilanes or alkenylboranes

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

• : 2479556), and 4dct (e, CCDC: 2479557) showing with the thermal ellipsoids at 50% probability. ORTEP view of compound 5ctc (a, CCDC: 2479558), 5ctt (b, CCDC: 2479559) showing with the thermal ellipsoids at 50% probability. The fragments of the 1H NMR spectra (400 MHz, DMSO-d6) of diastereomers 4acc (a

• ), 4аct (b), 4аtt (c), 4atc (d). Fragments of 1H NMR spectra (400 MHz, DMSO-d6) of hexahydrooxazolo[3,2-a]pyridin-5-ones 5ctc (a) and 5ctt (b). The reaction of ethyl trifluoroacetoacetate (1), acetone (2a) and 1,3- diaminopropan-2-ol (3). Three-component reaction of ethyl trifluoroacetoacetate (1), alkyl

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

• . 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

• 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

• spectra (Scheme 7b). A remarkable feature of the 13C NMR spectra of compounds 3n and 4n in DMSO is the attenuation/absence of peaks corresponding to the carbon atoms at the ortho and meta positions of the six-membered ring. It is known that quaternary carbon atoms have very long relaxation times, but this

• behavior is not expected from hydrogen-bonded carbon atoms in aromatic rings. Since peak intensities depend on spin-lattice relaxation times, the absence of peaks implies some degree of molecular rigidity, which could be related to two factors: the viscosity of DMSO and the conjugation between the six

Efficient solid-phase synthesis and structural characterization of segetalins A–H, J and K

• Liangyu Liu,
• Wanqiu Lu,
• Quanping Guo and
• Zhaoqing Xu

Beilstein J. Org. Chem. 2025, 21, 2612–2617, doi:10.3762/bjoc.21.202

• electrospray ionization mass spectrometry (HRESIMS) data for all compounds matched the calculated exact masses for their respective molecular formulas. NMR spectroscopic analysis in appropriate deuterated solvents (e.g., DMSO-d6, D2O) fully corroborated the amino acid sequence and cyclic connectivity

Visible-light-driven NHC and organophotoredox dual catalysis for the synthesis of carbonyl compounds

• Vasudevan Dhayalan

Beilstein J. Org. Chem. 2025, 21, 2584–2603, doi:10.3762/bjoc.21.200

• presence of NHC (10 mol %) and 4CzIPN (2 mol %) and Na2HPO4 in DMSO at rt for 10–24 h. The key to success lies in the photocatalytic dual system, which combines two organocatalysts (NHC/4CzIPN) and visible light irradiation to permit a novel umpolung single-electron reduction of respective imino ester 2

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

• (DMSO-d6). 1H NMR (400.13 MHz, DMSO-d6, 297 K) δ 0.83 (t, J = 6.6 Hz, 12H, 4 × dodecyl CH3), 1.22 (br s, 72H, 36 × dodecyl CH2), 1.34 (br s, 8H, 4 × dodecyl CH2), 1.82 (t, 8H, 4 × dodecyl CH2), 3.13 (d, J = 14.3 Hz, 4H, 2 × ArCH2Ar), 3.78 (t, 8H, 4 × dodecyl OCH2), 4.23 (s, 8H, 4 × ArCH2S), 4.26 (d, J

• = 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