Unsymmetrical sulfoxides with sterically hindered catechol fragment: synthesis, structure, electrochemical properties, and antiradical activity

• Daria A. Burmistrova,
• Vasiliy A. Fokin,
• Oleg P. Demidov,
• Mikhail A. Kiskin,
• Maxim V. Arsenyev,
• Andrey I. Poddel’sky,
• Nadezhda T. Berberova and
• Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2026, 22, 828–837, doi:10.3762/bjoc.22.65

• states provides a powerful way to control organic molecules. Through the controlled conversion of thioethers to sulfoxides and sulfones [21], it is possible to tune their reactivity and biological properties. Indeed, compounds of this type possess pronounced neuroprotective properties [12][13][14

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

Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis

• Nicolas Kratena,
• Nicolas Heinzig and
• Peter Gärtner

Beilstein J. Org. Chem. 2026, 22, 289–343, doi:10.3762/bjoc.22.21

• these puzzling questions or even result in reassignment of the molecular structure [6][7][8][9][10]. Nevertheless, terpenoids with novel or highly uncommon carbon skeleta continue to attract interest from both biologists and chemists, as they often possess interesting biological properties owing to

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

• undertaking the total synthesis of this putative natural precursor to further confirm its structure and biological properties. To date, only two structurally related meroterpenoids to 1 and 2 have been reported: thallusin [7] and saccharoquinoline [8], both of which share a drimane-type sesquiterpene skeleton

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

• biological properties of the synthesized compounds. We focused primarily on their potential antiviral activity, since a moderate anti-influenza effect of the related octahydropyrido[1,2-a]pyrimidinones was previously revealed [24]. The series of bicycles 4att, 4a–dct, 4atc, 4acc, 5ctc were tested against

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

• motif in various biologically active molecules and materials due to its unique physical, chemical, and biological properties [28][29][30]. SCN and trifluoromethyl groups have proved to be versatile moieties in the design and development of numerous active pharmaceutical ingredients, agrochemicals, drugs

Total syntheses of highly oxidative Ryania diterpenoids facilitated by innovations in synthetic strategies

• Zhi-Qi Cao,
• Jin-Bao Qiao and
• Yu-Ming Zhao

Beilstein J. Org. Chem. 2025, 21, 2553–2570, doi:10.3762/bjoc.21.198

• products continue to attract considerable research interest due to their intricate chemical architectures and distinctive biological properties. Through decades of dedicated effort, synthetic chemists have accomplished the total synthesis of several members within this family that share a common core

Pentacyclic aromatic heterocycles from Pd-catalyzed annulation of 1,5-diaryl-1,2,3-triazoles

• Kaylen D. Lathrum,
• Emily M. Hanneken,
• Katelyn R. Grzelak and
• James T. Fletcher

Beilstein J. Org. Chem. 2025, 21, 2524–2534, doi:10.3762/bjoc.21.194

• , there remains a wide range of chemical space representing these heterocycles that has not yet been explored. Hence, there is an ongoing interest in identifying synthetic strategies to access unreported ring structures and in characterizing the resulting physical and biological properties of such

• physical and biological properties of such polycyclic aromatic heterocycles would serve as an initial evaluation of their potential use in chemical, material, and therapeutic applications. Results and Discussion The two-step approach used to prepare the target pentacyclic aromatic heterocycles 13–18 via

• impact on yield due to inverting the 1,2,3-triazole connectivity. With the goal of defining the physical and biological properties of these annulated pentacyclic aromatic heterocycles relative to their individual arene components, a “non-annulated” counterpart for each pentacyclic ring system was also

Transformation of the cyclohexane ring to the cyclopentane fragment of biologically active compounds

• Natalya Akhmetdinova,
• Ilgiz Biktagirov and
• Liliya Kh. Faizullina

Beilstein J. Org. Chem. 2025, 21, 2416–2446, doi:10.3762/bjoc.21.185

• ) (Scheme 20). Indanes (benzocyclopentanes) and their derivatives are widely used in materials science and nanotechnology and have important biological properties such as anti-allergic, antitumor, anticonvulsive, antihypercholesteremic, herbicidal, fungicidal and antimicrobial activity [60]. In [58], a

Electrochemical cyclization of alkynes to construct five-membered nitrogen-heterocyclic rings

• Lifen Peng,
• Ting Wang,
• Zhiwen Yuan,
• Bin Li,
• Zilong Tang,
• Xirong Liu,
• Hui Li,
• Guofang Jiang,
• Chunling Zeng,
• Henry N. C. Wong and
• Xiao-Shui Peng

Beilstein J. Org. Chem. 2025, 21, 2173–2201, doi:10.3762/bjoc.21.166

• organic synthesis [1][2][3][4][5][6][7][8][9][10][11][12][13][14] but also are critical moieties in natural products [15][16][17][18], organic materials [19] and pharmaceuticals [20][21][22][23][24] due to their unique chemical, electrical, optical, pharmacological and biological properties. Gracilioether

C2 to C6 biobased carbonyl platforms for fine chemistry

• Jingjing Jiang,
• Muhammad Noman Haider Tariq,
• Florence Popowycz,
• Yanlong Gu and
• Yves Queneau

Beilstein J. Org. Chem. 2025, 21, 2103–2172, doi:10.3762/bjoc.21.165

The application of desymmetric enantioselective reduction of cyclic 1,3-dicarbonyl compounds in the total synthesis of terpenoid and alkaloid natural products

• Dong-Xing Tan and
• Fu-She Han

Beilstein J. Org. Chem. 2025, 21, 2085–2102, doi:10.3762/bjoc.21.164

• quaternary centers isolated from Penicillium cylopium and exhibit various biological properties [68]. The intriguing structure and interesting biological properties have attracted continued synthetic attention [69][70][71]. In a 2023 report, the group of Lee and Han adopted an early-stage desymmetric

Discovery of cytotoxic indolo[1,2-c]quinazoline derivatives through scaffold-based design

• Daniil V. Khabarov,
• Valeria A. Litvinova,
• Lyubov G. Dezhenkova,
• Dmitry N. Kaluzhny,
• Alexander S. Tikhomirov and
• Andrey E. Shchekotikhin

Beilstein J. Org. Chem. 2025, 21, 2062–2071, doi:10.3762/bjoc.21.161

• systematic analysis of biological properties of indolo[1,2-c]quinazoline derivatives remains to be unexplored. Up to date, only limited results were presented. Rohini et al. have revealed antimicrobial potential in 6-substituted indolo[1,2-c]quinazoline derivatives (Figure 1, top) [15][16]. A series of

Facile synthesis of hydantoin/1,2,4-oxadiazoline spiro-compounds via 1,3-dipolar cycloaddition of nitrile oxides to 5-iminohydantoins

• Juliana V. Petrova,
• Varvara T. Tkachenko,
• Victor A. Tafeenko,
• Anna S. Pestretsova,
• Vadim S. Pokrovsky,
• Maxim E. Kukushkin and
• Elena K. Beloglazkina

Beilstein J. Org. Chem. 2025, 21, 1552–1560, doi:10.3762/bjoc.21.118

• similarities, the molecules produced by the first method are markedly different from those produced by the latter. This is primarily due to the presence of conformational flexibility, which has a substantial impact on the compounds’ biological properties. Hybrid compounds are believed to exhibit enhanced

Synthesis of pyrrolo[3,2-d]pyrimidine-2,4(3H)-diones by domino C–N coupling/hydroamination reactions

• Ruben Manuel Figueira de Abreu,
• Robin Tiedemann,
• Peter Ehlers and
• Peter Langer

Beilstein J. Org. Chem. 2025, 21, 1010–1017, doi:10.3762/bjoc.21.82

• instance, deazapurines represent heterocyclic fused pyrimidine bases which have found special attention, due to their widespread occurrence in natural alkaloids exhibiting various biological properties. For example, cadeguomycin (A), tubercidin (B), and toyocamycin (C) show antibiotic properties, while

• to develop novel pharmaceuticals with improved biological properties. For instance, pemetrexed (F) is administered during palliative chemotherapy for advanced lung cancers [12]. Immucillin H (G) is currently in late clinical phases for the treatment of haematologic diseases, such as acute T-cell

Orthogonal photoswitching of heterobivalent azobenzene glycoclusters: the effect of glycoligand orientation in bacterial adhesion

• Leon M. Friedrich and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2025, 21, 736–748, doi:10.3762/bjoc.21.57

• states of the bis-azobenzene glycocluster 6βGlc3αMan 1 representing different relative Man/Glc orientations. In order to put the biological properties of the previously described photoswitchable heterobivalent cluster glycoside 6βGlc3αMan 1 [24] into perspective, several relevant analogs were synthesized

• glycoconjugates differentiates the orientation of attached glycoligands thus effecting its biological properties (here inhibition of carbohydrate-specific bacterial adhesion). Orthogonally photoswitchable glycoconjugates, in which more than one glycoligand is conjugated to azobenzene units, allow for re

Synthesis of extended fluorinated tripeptides based on the tetrahydropyridazine scaffold

• Thierry Milcent,
• Pascal Retailleau,
• Benoit Crousse and
• Sandrine Ongeri

Beilstein J. Org. Chem. 2024, 20, 3174–3181, doi:10.3762/bjoc.20.262

• groups (CF3 or CF2H) in organic molecules can modulate their physicochemical (pKa, lipophilicity), structural (additional hydrophobic and hydrogen-bond interactions), and biological properties (metabolic stability, membrane permeability) [14][15]. Alongside the very well-known CF3 group, the CF2H group

Recent advances in transition-metal-free arylation reactions involving hypervalent iodine salts

• Ritu Mamgain,
• Kokila Sakthivel and
• Fateh V. Singh

Beilstein J. Org. Chem. 2024, 20, 2891–2920, doi:10.3762/bjoc.20.243

• xanthates, with yields spanning from 65% to 91%. The promising biological properties of the S-aryl O-alkyl xanthates, makes them desirable targets for synthesis

Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions

• Marzieh Norouzi,
• Mohammad Taghi Nazeri,
• Ahmad Shaabani and
• Behrouz Notash

Beilstein J. Org. Chem. 2024, 20, 2870–2882, doi:10.3762/bjoc.20.241

• compounds with antibiotic, antiviral, and anticancer properties that are found in many drugs and natural products [1][2][3][4][5][6]. Pyrroles' biological properties manifest when they are fused to other heterocycles [7][8][9][10][11][12]. Among them, seven-membered heterocycles of the benzodiazepine

Mechanochemical difluoromethylations of ketones

• Jinbo Ke,
• Pit van Bonn and
• Carsten Bolm

Beilstein J. Org. Chem. 2024, 20, 2799–2805, doi:10.3762/bjoc.20.235

• structures can improve physicochemical and biological properties [19][20][21][22][23][24][25][26][27]. Among these groups, the difluoromethyl moiety has gained considerable attention [28][29][30]. Commonly, it is synthesized by the reaction of a nucleophile with difluorocarbene. However, the generation of

Efficient modification of peroxydisulfate oxidation reactions of nitrogen-containing heterocycles 6-methyluracil and pyridine

• Alfiya R. Gimadieva,
• Yuliya Z. Khazimullina,
• Aigiza A. Gilimkhanova and
• Akhat G. Mustafin

Beilstein J. Org. Chem. 2024, 20, 2599–2607, doi:10.3762/bjoc.20.219

• as 6-methyluracil (MU), 1,3,6-trimethyluracil (TMU), and pyridine (Py), and the results of the experiments are presented in this article. The hydroxy derivatives of MU and Py, obtained through oxidation followed by acid hydrolysis, possess compelling biological properties, rendering them practically

Phenylseleno trifluoromethoxylation of alkenes

• Clément Delobel,
• Armen Panossian,
• Gilles Hanquet,
• Frédéric R. Leroux,
• Fabien Toulgoat and
• Thierry Billard

Beilstein J. Org. Chem. 2024, 20, 2434–2441, doi:10.3762/bjoc.20.207

• human physiology [30][31]. Moreover, several selenylated molecules have found applications in various fields such as materials or bioactive compounds [32][33][34][35][36][37][38][39][40][41][42][43]. Some selenylated compounds exhibit fascinating biological properties. Despite these separate converging

Tandem diazotization/cyclization approach for the synthesis of a fused 1,2,3-triazinone-furazan/furoxan heterocyclic system

• Yuri A. Sidunets,
• Valeriya G. Melekhina and
• Leonid L. Fershtat

Beilstein J. Org. Chem. 2024, 20, 2342–2348, doi:10.3762/bjoc.20.200

• , anticancer, non-steroidal anti-inflammatory, antihypertensive, antipsychotic, anxiolytic and in other pharmaceuticals [3][4][5]. Therefore, considering the diversity of biological properties, development of reliable approaches for the synthesis of new nitrogen heterocyclic systems is a highly urgent goal

Natural resorcylic lactones derived from alternariol

• Joachim Podlech

Beilstein J. Org. Chem. 2024, 20, 2171–2207, doi:10.3762/bjoc.20.187

• , and in textiles. Although the parent alternariol and the plethora of compounds biosynthetically derived from alternariol are very diverse and show numerous detrimental but also beneficial biological properties, they have never been comprehensively surveyed in a review. Nevertheless, quite a number of

• Trichoderma (Hypocrea) sp. [157]. It is quite astonishing that this assumed main intermediate in the biosynthetic downstream of alternariol was identified as natural product only recently (2021) and that no biological properties were established. The respective 4-hydroxy derivative of 9-O-methylalternariol

O,S,Se-containing Biginelli products based on cyclic β-ketosulfone and their postfunctionalization

• Kateryna V. Dil and
• Vitalii A. Palchykov

Beilstein J. Org. Chem. 2024, 20, 2143–2151, doi:10.3762/bjoc.20.184

• oxidations of rare Biginelli products are discussed in Supporting Information File 1 using compound 2a as an example. In silico evaluation of ADMET parameters and biological profile We performed in silico screening of the biological properties of Biginelli products 2a–r and their postfunctionalized