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Search for "carbonyl" in Full Text gives 1288 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Site-specific labelling of native peptides and proteins: chemical and enzymatic strategies

  • Antonio Angelastro,
  • Jonathan Bargh,
  • Subhajit Guria,
  • Victor Laserna and
  • Louis Luk

Beilstein J. Org. Chem. 2026, 22, 857–881, doi:10.3762/bjoc.22.67

Graphical Abstract
  • reagent, 1) was used to label the α-amino group of insulin during sequence determination (Scheme 1a). Its selectivity over lysine’s ε-amine originates from the low pKa of the N-terminus, influenced by the adjacent carbonyl group and systematically characterized at ≈6–7 (Scheme 1b) [7]. Building on this
  • sodium periodate (Scheme 2a) [13], selective modification of glutamate using Rapoport’s salt (4) which has generated modified trastuzumab in moderate yield (67%; Scheme 2b) [14], or pyridoxal phosphate (PLP, 5)-mediated carbonyl formation at residues such as serine, threonine, glycine, alanine, or
  • modifications remains limited. The following examples illustrate recent advances in recruiting enzymes for native-sequence labelling, all of which rely on reaction mechanisms that activate carbonyl groups (Scheme 13). One of the most studied protein-modifying enzymes is sortase A. Recognising the LPXTG motif
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Published 03 Jun 2026

Synthesis and structural elucidation of a novel bis-spirooxindole from isatin and ethylenediamine

  • Irene Moreno-Gutiérrez,
  • Josefa L. López-Martínez,
  • Sonia Berenguel-Gómez,
  • Irene Torres-García,
  • Duane Choquesillo-Lazarte,
  • Manuel Muñoz-Dorado,
  • Miriam Álvarez-Corral and
  • Ignacio Rodríguez-García

Beilstein J. Org. Chem. 2026, 22, 813–820, doi:10.3762/bjoc.22.63

Graphical Abstract
  • carbonyl group with a γ-lactam system, which enables participation in a wide range of nucleophilic additions, condensations, and cyclizations [7]. As a result, isatin has proven to be a particularly powerful synthon for the construction of 2-oxindole derivatives, including a large variety of spiro-fused
  • aromatic pattern of the isatin core. The IR spectrum showed a strong imine C=N band at 1610 cm−1, and the absence of the C-3 carbonyl stretching band confirmed complete condensation. The 13C NMR spectrum revealed multiple sets of closely related signals, consistent with the presence of three C=N
  • retained the four-signal pattern of isatin (H4', H5', H6', H7'), slightly shifted by the new structural environment. In the 13C NMR spectrum, the amide carbonyl appeared at δ 176.5 ppm, while a key quaternary carbon at δ 61.0 ppm (C3‘) – formerly the C-3 isatin carbonyl carbon – confirmed the formation of
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Published 27 May 2026

Knoevenagel condensation of 4,5- and 1,8-diazafluorenes

  • Darya S. Cheshkina,
  • Christina S. Becker,
  • Alina A. Sonina and
  • Maxim S. Kazantsev

Beilstein J. Org. Chem. 2026, 22, 803–812, doi:10.3762/bjoc.22.62

Graphical Abstract
  • corresponding ketones complicating the synthetic protocol. Therefore, the Knoevenagel condensation seemed to be an alternative and preferable approach. Previously reported syntheses of diazafluorenylidenes employed diazafluorenones as the carbonyl component which are reacted with an active methylene moiety like
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Published 27 May 2026

Design, synthesis, and biological evaluation of FXR/ASK1 dual-target modulators

  • Xi Zhang,
  • Jingyan Wang,
  • Ziqiang Zhao,
  • Caiyi Wang,
  • Zenghui Ye,
  • Wei-Yuan Ma,
  • Jian-Xing Xu and
  • Fengzhi Zhang

Beilstein J. Org. Chem. 2026, 22, 771–781, doi:10.3762/bjoc.22.59

Graphical Abstract
  • systems or the phenyl ring at the 3-position of the isoxazole to enhance hydrophilicity and improve pharmacokinetic properties [42]. Co-crystallization of GS-4997 with ASK1 unveiled key stabilizing interactions in the active site. Specifically, the amide carbonyl forms a hydrogen bond with the backbone
  • moieties of Z8 formed hydrogen bonds with the key residues ARG-331 and HIS-447, respectively. Similarly, in the ASK1 binding pocket, the isoxazole, carbonyl, and triazole groups of Z8 engaged in hydrogen bonding with residues GLY-759, VAL-757, and LYS-709, respectively. Notably, the binding sites of Z8
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Published 20 May 2026

Synthesis and biological evaluation of new brassinosteroid analogs with C-22 benzoate function

  • María Núñez,
  • Camila Escobar,
  • Mario Párraga,
  • Mauricio Soto,
  • Luis Espinoza-Catalán,
  • Katy Díaz and
  • Andrés F. Olea

Beilstein J. Org. Chem. 2026, 22, 753–762, doi:10.3762/bjoc.22.57

Graphical Abstract
  • -carbonyl or 3β-hydroxy function in this ring. Additionally, the accumulation of the dephosphorylated form of the BES1 protein, which is part of the BRs signaling pathway and control their activity, has been evaluated as well. The results are analyzed in terms of BR analog’s structure and compared with
  • electronegative effects on the aromatic ring enhance the analogs’ bioactivity in the RLIT. A comparison of results obtained for compounds with the same substituent at C-22, but having just one hydroxy group at C-3 (3) (TE analogs) [28], or only a carbonyl group in this position (3a) (3-DT analogs) [31] is given
  • in Table 2. The data indicate that derivatives with a OH group at C-3 (TE analogs) are much more active than derivatives with a carbonyl group in this position (3-DT analogs). However, the addition of another OH group at C-2 (CAT analogs) increases the activity of analogs substituted with p-methyl
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Published 18 May 2026

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

Graphical Abstract
  • high concentration of ≈80% acetic acid (pH ≈3), it seemed plausible that activation of the dienone carbonyl group would occur by hydrogen-bonding, rather than complete proton transfer to the carbonyl oxygen lone pairs [29]. We therefore included explicit solvation with acetic acid in our computational
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Published 13 May 2026

Synthesis of heterocycles based on azomethine ylides from α-amino acids (or amines) and carbonyl compounds

  • Ekaterina V. Berezhnaya,
  • Alexander I. Ponyaev,
  • Vitali M. Boitsov and
  • Alexander V. Stepakov

Beilstein J. Org. Chem. 2026, 22, 705–741, doi:10.3762/bjoc.22.55

Graphical Abstract
  • derivatives with multiple chiral centers under high regio- and stereocontrol. Currently, strategies using azomethine ylides based on imino esters or α-amino acids with a variety of cyclic and acyclic carbonyl compounds dominate. Enantioselective (3 + 2) cycloaddition reactions of azomethine ylides obtained
  • , cyclic and acyclic unsaturated substrates, and fullerenes are useful dipolarophiles. This reaction method allows for the single-step creation of a wide variety of complex polyheterocyclic systems that may be useful for practical applications. Keywords: alkenes; α-amino acids; azomethine ylides; carbonyl
  • acid or its ester (Scheme 1). In both cases, condensation of amino acids with carbonyl compounds occurs; however, in the first case, decarboxylation occurs with the in situ formation of azomethine ylides, which subsequently undergo cycloaddition to unsaturated substrates. The advantage of the first
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Published 13 May 2026

Synthesis of depressin, cryptomeridiol and 4-epi-cryptomeridiol enabled by a terpenoid chiral pool-producing platform

  • Yao Kong,
  • Tao Wang,
  • Chen Wang,
  • Pengcheng Zhang,
  • Yuanning Liu,
  • Kaibiao Wang,
  • Fen Liu,
  • Hongli Jia and
  • Zhengren Xu

Beilstein J. Org. Chem. 2026, 22, 683–690, doi:10.3762/bjoc.22.53

Graphical Abstract
  • efficient macrocyclization methods, including tetracarbonylnickel-promoted cyclization of allylic dibromide [17][18], copper-mediated intramolecular carbene–olefin cyclization [19], titanium-induced intramolecular carbonyl coupling [20], and organozinc carbenoid-mediated intramolecular cyclopropanation [21
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Published 05 May 2026

Photoorganocatalytic trifluoromethylation of (het)arenes in green conditions

  • Egor N. Boronin,
  • Svetlana E. Kaurkina,
  • Milena M. Svetlakova,
  • Anton S. Bolshakov,
  • Maxim V. Arsenyev,
  • Vasilii F. Otvagin,
  • Alexey Yu. Fedorov,
  • Timothy Noël and
  • Alexander V. Nyuchev

Beilstein J. Org. Chem. 2026, 22, 662–671, doi:10.3762/bjoc.22.50

Graphical Abstract
  • acceptors (carbonyl groups). Trifluoromethylation of anisole afforded product 11 in 57% yield, with the ortho-isomer identified as the major product. Compared with anisole, thioanisole, a less electron-rich substrate, produced a mixture of ortho-, meta-, and para-isomers 12 in a combined yield of 33%, with
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Published 30 Apr 2026

Continuous-flow carbonyl hydrogenation under subatmospheric to atmospheric hydrogen pressure enabled by robust heterogeneous Pt–Fe catalysts

  • Hiroyuki Miyamura,
  • Ryosuke Kajiyama,
  • Shun-ya Onozawa,
  • Yoshihiro Kon and
  • Shū Kobayashi

Beilstein J. Org. Chem. 2026, 22, 575–582, doi:10.3762/bjoc.22.43

Graphical Abstract
  • , National Institute of Advanced Industrial Science and Technology (AIST), 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, Japan Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan 10.3762/bjoc.22.43 Abstract The reduction of carbonyl compounds
  • : bimetallic nanostructure; carbonyl reduction; continuous-flow reaction; heterogeneous catalyst; subatmospheric hydrogen; Introduction The reduction of carbonyl compounds, ketones and aldehydes to alcohols is a fundamental and important reaction in organic synthesis that can provide valuable chemicals such
  • often suffers from insufficient reactivity and conversion, even under harsh reaction conditions, such as high temperature and pressurized hydrogen, or when employing advanced technologies [8][9][11][12]. The selective hydrogenation of carbonyl moieties often needs to overcome the problem of
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Published 10 Apr 2026

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

Graphical Abstract
  • in Figure 2) likely inhibits the effective interaction of the substrate with the chiral catalyst, resulting in highly enantioselective kinetic resolution. Cymantrene is far less electron-poor than ferrocene due to the presence of the three carbonyl ligands, which are strong π-acids, on the manganese
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Published 31 Mar 2026

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

Graphical Abstract
  • epoxide 9b, the more positively charged epoxide carbon is sterically shielded by the neighbouring ester carbonyl group. As a result, nucleophilic attack occurs at the sterically more accessible, albeit less positively charged, epoxide carbon. These observations indicate that the regioselectivity of
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Published 26 Mar 2026

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

Graphical Abstract
  • colorless and amorphous substance. The molecular formula was determined as C18H22O5 by high resolution electrospray ionization mass spectrometry (HRESIMS), thus containing one more oxygen atom than the melifoliones. The UV spectrum showed a maximum at 250 nm, typical for an α,β-unsaturated carbonyl
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Published 24 Mar 2026

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

Graphical Abstract
  • protected with TESCl, then regioselective oxidation of the primary TES ether and addition of vinyl grignard led to 87. Another oxidation afforded α,β-unsaturated carbonyl 88 and acidic treatment with BnOH triggered the oxa-Michael reaction and transketalization towards tetracyclic 90. Following Kishi
  • and the so obtained α,β-unsaturated carbonyl was reattacked by the adjacent hydroxy moiety via oxy-Michael reaction to form 102. This sequence is shown in detail in Scheme 10 below. From here, a sequence involving the oxidation of the unprotected 1,2-diol moiety towards an intermediate aldehyde, Ni(II
  • α,β-unsaturated carbonyl was reattacked by the alcohol (oxy-Michael reaction, see reaction sequence in Scheme 10) leading to a diastereomeric mixture of 323 (4:1 dr). 323 was deprotected, oxidized and methylenated to afford 324 in 28% yield. Overall, 324 was obtained in a total yield of 3% over a
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Published 19 Mar 2026

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

Graphical Abstract
  • and have found diverse applications across both biomedical and industrial fields [25][26]. Hydroxamic acids are also well known for their strong chelating ability toward uranyl, forming stable complexes through the synergistic coordination of the carbonyl and hydroxylamine groups [27]. Uranium is a
  • donor atoms, a carbonyl oxygen and a hydroxy oxygen, that can simultaneously coordinate to a uranyl ion [77]. In supramolecular systems, not all hydroxamic acid groups necessarily bind uranyl ions, as steric hindrance and site accessibility can limit coordination to a subset of available sites [78]. A
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Published 18 Mar 2026

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

Graphical Abstract
  • with 2,4,6-trihydroxyacetophenone as a starting material undergoing hydroxy protection, α-bromination, construction of α,β-epoxy carbonyl products via the Darzens reaction, acid-mediated deprotection, and cyclization to afford the target compounds. This method is highlighted by satisfactory overall
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Published 12 Mar 2026

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

Graphical Abstract
  • another, with a Se···Se distance of 3.703 Å. The second is a selenium–carbon (Se···C) interaction as shown in Figure 2c, where the molecules are arranged in a top-down orientation [54]. In this orientation, the Se motif of one molecule interacts with the carbonyl carbon of another molecule, showing the Se
  • . Similarly, for compound 8, the charges were −0.588 (N), −0.539 (O1), −0.506 (O2), and −0.506 (O3) as shown in Figure 5b. The selenium atom displayed Mulliken charge values of −0.045 and −0.039 for compounds 7 and 8, respectively. The carbonyl carbon of the naptthalimide ring features relatively positive
  • showing stronger binding, attributed to its additional π–sulfur interaction with Met742. The hydrogen-bonding interaction observed between the naphthalimide carbonyl oxygen and the Met-742 hydrogen atom correlates well with the negative Mulliken charge (vide supra), suggesting that the negatively charged
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Published 09 Mar 2026

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

Graphical Abstract
  • geometry to the amide unit (Scheme 1a) [17][18][19]. As a result, nucleophilic attack at the carbonyl is disfavored, and even when a tetrahedral intermediate forms, collapse with expulsion of an amide anion is thermodynamically challenging. Consequently, harsh conditions such as high temperatures or
  • substituents on the nitrogen (e.g., tosyl, carbamate, or acyl groups) distorts the planarity of the amide and diminishes amidic conjugation (Scheme 1b). These “twisted” amides exhibit a dramatically enhanced electrophilicity at the carbonyl carbon and a significantly weaker C–N bond strength [28][29][30][31
  • remains a significant and persistent challenge in synthetic chemistry [41][42][43][44]. Classical approaches for activating non-activated amides typically rely on transition-metal catalysts acting as Lewis acids, which coordinate to the carbonyl oxygen and enhance electrophilicity (Scheme 1d). However
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Published 19 Feb 2026

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

Graphical Abstract
  • catalytic system comprising PPh3, CuI, and Pd(PPh3)2Cl2. This procedure afforded alkynones 6a,b in the yields of 75% and 44%, respectively (Scheme 3). In the IR spectra of 6a,b intense bands were observed at 2212–2214 and 1645–1647 cm−1, assigned to vibrations of the triple bond, and the conjugated carbonyl
  • group, respectively. The elemental analyses data and high-resolution mass spectra (HRMS) of 6a,b were in agreement with the assigned structure. Oxidation of propargyl alcohols is another way to α,β-acetylenic carbonyl compounds [31]. Mild oxidation of propargyl alcohol 2c with activated manganese
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Published 19 Feb 2026

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

Graphical Abstract
  • here a second 1,2-alkyl shift of the newly formed carbonyl towards the Michael acceptor in the B-ring gives the 8/5-bridged ring system 147b. A final hemiacetal formation furnishes the tricyclic structure of pinnigorgiol E (146). As a last example, the partly rearranged rhodoterpenoids A–D 148–151
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Published 17 Feb 2026

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

Graphical Abstract
  • -adducts 4a–e, the carbon signals of ring A (Figure 1) appear at δC 44.8–45.0 ppm (CH21), 27.3 ppm (CH22), and 25.2 ppm (CH23). Ring B carbons resonate at δC 67.7–67.8 ppm (CH4), 46.3–46.4 ppm (CH5), and 58.2–58.3 ppm (CH6). The carbonyl carbons of ring C and the barbiturate ring appear at δC 150.0, 169.3
  • contacts: the barbiturate ring forms hydrogen bonds with water molecules through C=O···H–O and N–H···O–H interactions; the amide group of the barbiturate ring is engaged in a C=O···H–N hydrogen bond with the carbonyl oxygen of the maleimide fragment; additionally, a C=O···H–CH2 contact is observed between
  • the hydrogen atom of the maleimide methyl group and the carbonyl oxygen of an adjacent maleimide ring. The crystal structure of compound 4b exists as a solvate. The oxygen atom of a water molecule forms a hydrogen bond with the amide hydrogen of the barbiturate fragment (N–H···O–H = 2.783 Å), while
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Published 17 Feb 2026

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

Graphical Abstract
  • can be addressed by the generation of a vacant coordination site through ligand abstraction, enabling effective π-binding. A landmark contribution by King and Fronzaglia in 1966 (Scheme 5B) elegantly demonstrated this concept: photolytic removal of a carbonyl ligand from a molybdenum precursor yielded
  • ]. Beyond the η6-mode, characteristic of transition metal carbonyl chemistry, these electron-rich anions can engage arenes such as benzene and naphthalene in an η4-fashion, localizing their π-systems. In direct analogy to the ruthenium complex, two-electron reduction of the parent η6-arene complexes [Cr(CO
  • a nucleophilic alkene, displaying pronounced susceptibility toward electrophiles – an inversion of the conventional reactivity expected from transition metal carbonyl systems. Strikingly, even simple arenes such as benzene or naphthalene, when η4-bound to these highly basic metal fragments, can be
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Published 09 Feb 2026

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

Graphical Abstract
  • 1,4-addition. No condensation products were obtained and the reaction mixtures consisted solely of starting materials. It is likely that under these conditions, the nucleophilicity of 4-hydroxyquinolinones was insufficient to attack the aldehyde carbonyl, preventing product formation (Scheme 4F
  • nucleophilic attack by the alcohol on the carbonyl group of the Meldrum’s acid fragment, thereby favoring formation of an open-chain ester rather than a lactone upon decarboxylation. Following this rationale, the reaction of 4-hydroxyquinolin-2-ones 2a–c, 3,4-dimethoxybenzaldehyde, and Meldrum’s acid in
  • yields (Scheme 5). The proposed mechanism of the four-component reaction is illustrated in Scheme 6. ʟ-Proline, via its amino group, nucleophilically attacks the carbonyl of the aromatic aldehyde, forming an iminium zwitterion intermediate A. Concurrently, ʟ-proline promotes the generation of the
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Published 09 Feb 2026

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

Graphical Abstract
  • of both intra- and intermolecular non-radiative decay pathways [20][21][22]. Several strategies have been developed to enhance RTP in organic materials, such as incorporating functional groups with n→π* characteristics, such as carbonyl [23], sulfone [24], or sulfonamide groups [25], constructing
  • rigid hydrogen-bonded [26] or ionic networks [13], and utilizing crystallization [27] or confinement environments [28] to restrict molecular motion. These strategies have been implemented in various systems, such as aromatic diketones, diimides, urea/amides self-assembled solids, and carbonyl-containing
  • molecular design approaches for TADF include twisted donor–acceptor structures (for example, carbazole or phenoxazine as donors and triazine, nitrile, or carbonyl groups as acceptors) as well as B/N multiresonance frameworks [30][31][32]. These strategies have been successful in achieving efficient triplet
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Published 02 Feb 2026

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

Graphical Abstract
  • ] and more complex molecules [11]. Rearrangements of the oxidized compounds are equally important transformations [12]. Oxidation of compounds containing a carbonyl group into carboxylic acid derivatives can be divided into two large groups: direct oxidation and oxidative rearrangements. Direct
  •  1A) [15][16]. Oxidative rearrangements of carbonyl compounds are based on Dakin [17] and Baeyer–Villiger reactions [18] and their modifications. Cyclic and acyclic ketones were oxidized to afford lactones and esters, accordingly, involving catalytic reactions with hydrogen peroxide [19][20][21][22
  • phenols [25]. Hocking has described the oxidation of o-hydroxyacetophenone and some benzophenones with an aqueous alkaline hydrogen peroxide solution [26]. The key steps of oxidation of ketones into phenols include: a) nucleophilic addition of the hydroperoxide anion to the carbonyl carbon; b) [1,2]-aryl
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Published 28 Jan 2026
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