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Search for "catalyst" in Full Text gives 1873 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

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
  • strategy is that the synthesis is often carried out under mild conditions without the use of a catalyst, and despite this, the resulting cycloadducts exhibit pronounced regio- and stereoselectivity [9][10][11]. In the second case, the generation of azomethine ylides from iminoesters is often realized using
  • enantioselectivity was observed. In a similar study, Wang et al. reported the CuI/TF-BiphamPhos (L3) complex, a new and highly efficient catalyst for the asymmetric 1,3-dipolar cycloaddition reaction [38]. The authors noted excellent reactivity, selectivity, and a wide range of structural variants for various
  • authors proposed a model for the intermediate complex in 1,3-dipolar cycloaddition reactions. This intermediate consists of an azomethine ylide coordinated to a Zn(II)-t-Bu-BOX catalyst and is an 18-electron complex with a tetrahedral arrangement of ligands around the zinc center. Excellent results for
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Published 13 May 2026

Harnessing light energy with molecules

  • Grace G. D. Han,
  • Mogens Brøndsted Nielsen and
  • Hermann A. Wegner

Beilstein J. Org. Chem. 2026, 22, 680–682, doi:10.3762/bjoc.22.52

Graphical Abstract
  • heat. This process is preferably induced by an external stimulus or by a catalyst, which enables a controlled energy release when needed. Overall, the process corresponds to a closed cycle of energy uptake and release. This thematic issue has a strong focus on MOST systems and showcases various
  • singlet-state photoredox catalyst in the sulfonylation/arylation of styrenes and as a triplet sensitizer in energy transfer catalysis. In addition to the photoredox contribution mentioned above, this thematic issue contains two publications on photochemical reactions beyond photoisomerizations. In the
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Editorial
Published 04 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
  • improved outcome, delivering the product in 41% yield at only 1 mol % catalyst loading (Table 1, entry 3). On this basis, subsequent optimization was performed using 3DPAFIPN as the photocatalyst. Metal-containing catalysts were not used due to their lower environmental compatibility; moreover, they are
  • , entries 4 and 5). The influence of catalyst loading was then examined. Raising the photocatalyst concentration to 2 mol % led to yields of 64%, 64%, and 78% under white, violet, and blue light, respectively (Table 1, entries 3–5). A further increase to 5 mol % (Table 1, entry 5) afforded 87% yield
  • ; however, this 2.5-fold increase in catalyst loading did not provide a commensurate improvement in efficiency. Moreover, owing to the high molecular weight of 3DPAFIPN, a 5 mol % loading cannot be considered compatible with the development of a green methodology. Consequently, 2 mol % 3DPAFIPN under blue
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Published 30 Apr 2026

Hydrogen production from formic acid catalyzed by NHC–Cu complexes

  • Orlando Santoro and
  • Catherine S. J. Cazin

Beilstein J. Org. Chem. 2026, 22, 620–627, doi:10.3762/bjoc.22.48

Graphical Abstract
  • have also been explored. Beller and co-workers reported the first Fe catalyst bearing a phosphine ligand able to produce H2 with a TON of 1942 in the absence of additives [32]. A well-defined pincer–Fe complex allowing FA decomposition was reported by Milstein and co-workers [33]. While high TONs (up
  • performances than copper salts, even with lower catalyst loading and under milder conditions [49][50][51]. Based on this background, the first potential formic acid dehydrogenation catalyzed by NHC–Cu complexes (Figure 1) was investigated. Results and Discussion We have shown that the reaction of [Cu(OH)(IPr
  • ); conversely, by increasing the catalyst loading to 30 mol % (with respect to FA), an encouraging 26% conversion was observed at 110 °C (see Supporting Information File 1, Table S1, entry 5). However, to decrease the temperature and the catalyst loading, the generation of the Cu–H species by means of a silane
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Published 23 Apr 2026

Computational prediction of C–H hydricities and their use in predicting the regioselectivity of electron-rich C–H functionalisation reactions

  • Rasmus M. Borup,
  • Nicolai Ree and
  • Jan H. Jensen

Beilstein J. Org. Chem. 2026, 22, 603–610, doi:10.3762/bjoc.22.46

Graphical Abstract
  • sterically very crowded with %Vbur = 73%. While a reaction occurs at an even more crowded site in compound 10 (%Vbur = 74.5%), this reaction is catalysed by a significantly less bulky catalyst (a Cu(II) salt) (see below). In contrast to the hydricity, the reactive site has only the fifth-smallest BDE
  • against a much larger and more chemically diverse dataset. In particular, steric accessibility is inherently catalyst-dependent, and its predictive integration will need to account for variations in catalyst size, shape, and approach geometry. Large-scale benchmarking across multiple catalyst classes will
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Published 17 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
  • bimetallic Pt–Fe nanoparticle catalyst immobilized on a composite support of dimethylpolysilane and alumina. Both ketones and aldehydes, including highly bulky and sterically hindered substrates, were smoothly hydrogenated using the newly developed catalysts under continuous-flow conditions at room
  • : 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
  • ][10][11][12]. In this context, advanced technologies represented by the precise control of the bimetallic structure of a heterogeneous catalyst, mechanochemical hydrogenation, and continuous-flow methods using packed-bed reactors greatly contributed to advancing this transformation [9][11][12][13
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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
  • by the desymmetrization of the Cs-symmetric substrates [17][18][19] by the use of an appropriate chiral catalyst (see the drawing in Table 1 for the structures of the representative chiral molybdenum precatalysts used in this study) [20][21][22][23]. Planar-chiral transition-metal complexes have been
  • of rac-1a giving (R,R)-2a of 99% ee and (S)-1a of 45% ee with 37% conversion (krel = 754; Table 1, entry 4). The lower catalyst loading (5 mol %) led to an unsatisfactory conversion (18%) probably due to the decomposition of the molybdenum catalyst prior to the completion of the reaction (Table 1
  • 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

Get a better glimpse on sequential photoreactions of trisnorbornadienes with 19F NMR spectroscopy

  • Julian Felix Maria Hebborn,
  • Ben Eric Merten,
  • Thomas Paululat and
  • Heiko Ihmels

Beilstein J. Org. Chem. 2026, 22, 527–534, doi:10.3762/bjoc.22.38

Graphical Abstract
  • (see Supporting Information File 1, Figure S10). The photosensitized reaction in the presence of Ir(ppy)3 or 1-butyl-7,8-dimethoxy-3-methylalloxazin (4) as an alternative catalyst [44][45] with λex = 405 nm (LED) was investigated by in situ 1H NMR spectroscopy. In both cases, the photoreaction was
  • mass, indicating decomposition above this temperature (see Supporting Information File 1, Figure S3). The cycloreversion of trisquadricyclane 2f0,3 was also initiated in a ground-state reaction with magic blue (5), which has already been shown to be an effective catalyst for this reaction [46][47][48
  • ]. Upon addition of magic blue (5, 7.5 mol %) to a solution of quadricyclane 2f0,3 in CDCl3, the norbornadiene 1f was formed almost quantitatively in addition to very small traces of tri(4-bromophenyl)amine, i.e., the reduced catalyst (see Supporting Information File 1, Figure S12). Discussion A
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Published 23 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
  • and further treated with Lindlar catalyst and DIBAL-H to afford the alkene and aldehyde motifs of 195, respectively. Oxime formation and oxidation yielded an intermediate nitrile oxide, which underwent an intramolecular [3 + 2]-cycloaddition with the adjacent ethene substituent towards isoxazoline 196
  • -Tol2IOTf led to the formation of salt 239. Additionally, building block 247 was synthesized from commercial 240 (Scheme 27). Again, stereoselective chlorination using NCS and MacMillan catalyst 248 was perfomed to yield 241 [101]. Subsequently, ketone 249 was added to aldehyde 241 within a stereoselective
  • macrocycle. Hence, this pathway enables the quick assembly of multiple derivatives. The late-stage allene-Prins reaction also facilitates the application of other substituents on the central 3-methylenetetrahydropyran unit. On top of that, the commonly used NHK reaction involving a Cr(II)-catalyst is
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Published 19 Mar 2026

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

Graphical Abstract
  • potential applications in ligand and catalyst development. In a complementary direction, Smith’s group achieved the highly enantioselective synthesis of axially chiral naphthamides (Scheme 6) [47]. Their strategy employed transition-state hydrogen bonding to induce substrate deracemization, followed by
  • biaxially chiral compounds. In 1989, Ito and co-workers reported the synthesis of the first distally biaxially chiral compound (Scheme 12) [35]. This reaction employed nickel as transition-metal catalyst, for the cross-coupling of 2-methyl-1-naphthylmagnesium bromide (43) with 1,5- (44) and 1,4
  • (Scheme 13) [29]. The reactions were carried out under mild conditions and required only low catalyst loading. The key to achieving high enantioselectivity lies in the stereoselective synthesis of the starting compounds which relies on polar–π interactions between an aryl component containing a highly
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Published 16 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
  • all the Lewis acids screened, ZnCl2 was associated with best yield of 90%. Overall, the optimal conditions for the Darzens reaction involved treatment of 2 (1.0 equiv) with 3a (1.2 equiv) in MeCN at room temperature, using t-BuOLi (1.2 equiv) as the base and ZnCl2 (0.1 equiv) as Lewis acid catalyst
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Published 12 Mar 2026

Synthesis and stereochemical analysis of dynamic planar chiral oxa[7]orthocyclophene

  • Yukiho Hashimoto,
  • Yuuya Kawasaki,
  • Kazunobu Igawa and
  • Katsuhiko Tomooka

Beilstein J. Org. Chem. 2026, 22, 436–442, doi:10.3762/bjoc.22.30

Graphical Abstract
  • synthetic route for the C6-iodo-substituted 1ad is shown in Scheme 2. The Heck reaction of O-TIPS-protected 5a with allyl alcohol in the presence of a palladium catalyst provided the aldehyde 4a in 78% yield [9]. The reaction of 4a with CBr4 and PPh3, followed by treatment with n-BuLi, afforded the terminal
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Published 11 Mar 2026

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

Graphical Abstract
  • next the TBS-protecting groups were removed from the acetylene units in the Boc-protected tetraamines 21–23 (Scheme 4). For the removal of the TBS groups, instead of using an equivalent amount of n-Bu4NF, it was used as a catalyst in a water/THF mixture, which showed excellent efficiency for the room
  • conditions, and the wide-rim pernitrated tetra- and ditosylates 29 and 30 were obtained in good yield. However, the subsequent reduction step was expectedly complicated. On the one hand, even partial reduction of the tosyl groups in calixarenes 29 and 30 might result in poisoning of a metal catalyst, thus
  • copper complex (although an extraction procedure for complex destruction using Na2S2O3 was applied), which was difficult to separate from the relatively polar free calixarene 37 using column chromatography. In line with this, when toluene-soluble CuI·P(OEt)3 was used as a catalyst (in this case heating
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Published 09 Mar 2026

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

Graphical Abstract
  • remote from the reaction site. Second, non-central chiral frameworks remain fertile ground for catalyst design, not only as derivatives of established motifs but also as newly conceived architectures that redefine how chirality can be embedded into catalytic systems. Third, the pronounced chiroptical and
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Published 24 Feb 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
  • , respectively. N-Phenylbenzamide (5) also afforded 1 in 86% yield. Secondary and tertiary acetamides 6–8 were also successfully cleaved, affording the product 2 in high yields. The CeO2 catalyst was recyclable, although a slight decrease in yield was observed upon reuse. Notably, catalytic activity was fully
  • of CeO2 to attack the carbonyl carbon, leading to cleavage of the C–N bond (B). Subsequent nucleophilic attack of the octoxide anion on the activated carbonyl center (C) then furnishes the ester product. Later, the same group found that niobium could also serve as a heterogeneous Lewis acid catalyst
  • for the hydrolysis of amides (Scheme 3) [47]. In the presence of a catalytic amount of Nb2O5, N,N-dialkylamides 3 and 4 and anilides 5 and 10 were efficiently converted into the corresponding carboxylic acids 9 in high yields, and the Nb2O5 catalyst could be successfully recycled. The authors proposed
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Published 19 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
  • catalyst yields desirable cycloalkenes after oxidative decomplexation in excellent yield. The same reaction with D2 produces a single isomer in which all the deuterium atoms are anti to osmium. Earlier authoritative reviews by Harman provide comprehensive accounts of the rich chemistry accessible through
  • this review, η3-benzyl complexes stand out as catalytically competent intermediates in redox-catalytic transformations. Future advances in this arena will depend on broadening the nucleophile portfolio, exerting precise catalyst control over site-selectivity (spanning benzylic, ortho, and para
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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

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  • a related protocol operating at room temperature using the ionic liquid [Bmim]HSO4 as a catalyst, expanding the scope to include aliphatic aldehydes [38]. Later, in 2017, Esmayeel Abbaspour-Gilandeh et al. reported a modified variant of this transformation under solvent-free heating, catalyzed by
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Published 09 Feb 2026

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

Graphical Abstract
  • [22] and as insecticides [23]. Particularly, phosphate diesters are among the most important synthetic catalysts, such as the Akiyama–Terada catalyst that serves as a chiral Brønsted acid catalyst [24][25] and promotes a variety of stereoselective reactions. Phosphate diesters also catalyze the ring
  • esters could be slightly improved by using a catalytic amount of 1-butylimidazole; however, in the present work, a catalyst was not employed to simplify the purification step. The reaction temperature in this process should have been set to 230 °C. However, at this temperature, a burnt black material was
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Published 30 Jan 2026

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

Graphical Abstract
  • through a catalytic kinetic resolution (KR) process was developed by Liu and co-workers [32]. The authors screened a range of organocatalysts, i.e., Takemoto’s thiourea catalyst, (S,S)-1,2-cyclohexanediamine-derived thioureas, cinchona alkaloid-derived thiourea, and squaramides to achieve the desired
  • outcome of the reaction. After rigorous testing, (S,S)-1,2-cyclohexanediamine-derived catalyst L1 was found to be the most effective organocatalyst to induce both the helical chirality and remote axial chirality during the functionalization of the [4]- and [5]helicenes 3a–k with good yield and excellent
  • enantioselectivity. Notably, [6]helicene 3k was also readily produced, via kinetic resolution (Scheme 1). Computational studies suggested that hydrogen bonding and π interactions between the reactants and catalyst L1 controlled the stereochemical output of the products 3. The catalyst proximate both reactants to
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Published 28 Jan 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
  • S3 of Supporting Information File 1) we have studied their transformations in ethanolic or methanolic solutions in the presence of sodium ethoxide or methoxide, accordingly. As a result, catalyst-free oxidation under mild conditions of 2-acetyl-2,5-dihydrothiophenes into 2-hydroxy-substituted
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Published 28 Jan 2026

Asymmetric Mannich reaction of aromatic imines with malonates in the presence of multifunctional catalysts

  • Kadri Kriis,
  • Harry Martõnov,
  • Annette Miller,
  • Mia Peterson,
  • Ivar Järving and
  • Tõnis Kanger

Beilstein J. Org. Chem. 2026, 22, 151–157, doi:10.3762/bjoc.22.8

Graphical Abstract
  • with the steric effect of the tert-butyl group of the catalyst, is responsible for the high stereoselectivity of the reaction. Keywords: aromatic imine; asymmetric catalysis; Mannich reaction; noncovalent interactions; organocatalysis; Introduction The Mannich reaction, i.e., the addition of an
  • led to the use of multifunctional catalysts of “homocooperativity,” where multiple units of the same catalyst perform different but complementary roles [17]. These catalysts employing noncovalent interactions via hydrogen bonds and also possess Lewis basic and π–π-interaction sites have been highly
  • ], halogen bonding is more frequently employed as a component of multifunctional catalytic systems [23][24][25]. Multifunctionality of the catalyst is essential to intensify weak noncovalent interactions. Results and Discussion As a continuation of our previous studies [18][24], we now report an asymmetric
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Published 16 Jan 2026

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

Graphical Abstract
  • saturation the aromatic ring facilitates synthetic chemists to efficiently synthesize natural products with complex three-dimensional structures. Recent advances in catalyst and ligand design have enabled unprecedented progress in the catalytic hydrogenation of (hetero)aromatic systems. Quinoline
  • limitation requires the design of catalysts that achieve precise electronic complementarity, enabling selective activation across a broad spectrum of aromatic compounds (Scheme 2) [32]. From the standpoint of scalable synthesis, catalyst cost is a major bottleneck in aromatic hydrogenation. Most state-of-the
  • transformation into a broadly enabling strategy in complex molecule synthesis, yet a unified perspective connecting recent methodological advances with their strategic applications in the total synthesis of natural products remains lacking. Although several reviews discuss catalyst development for (hetero)arene
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Published 07 Jan 2026

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

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  • Schwartz’s reagent to furnish product 4d. In 2017, Kishi et al. reported a radical-based ketone synthesis employing zirconocene and a nickel catalyst (Scheme 2A) [9]. Traditional anion-based ketone syntheses (e.g., Grignard or RLi reagents) are often unsuitable for complex molecules due to the strongly basic
  • a photosensitizer, together with compound 22 as a sacrificial reductant, in the dimerization of benzyl bromide (19). The desired dimerized product 20 was obtained in 40% yield. This study highlights the potential of zirconium complexes as a photoredox catalyst, pointing to promising opportunities
  • experiments, coordination of thiourea 26 to the Zr center was suggested. This effect is considered to have tuned the reactivity of the Zr-catalyst, thereby having a positive effect on the reaction process. Finally, the regioselectivity of epoxide ring opening was compared between low-valent titanocene and
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Published 05 Jan 2026

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

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  • ). In 2006, Apotex reported the synthesis of alkenyl chlorides using POCl3 in the presence of triethylamine and a copper catalyst (Scheme 16) [69]. The preparation of compound 84 is of industrial significance due to its application in the synthesis of terbinafine (86), an antifungal agent. The reaction
  • that were irreversibly adhered (Figure 6, oval stirring bar left a mark in the solid polymer). Various catalyst loadings of CuCl (5–20 mol %) were evaluated, with 15–20 mol % required to achieve useful yields of 9 within several hours (Figure 7). Mechanistic analysis proved challenging, as the catalyst
  • described a ruthenium-catalyzed conversion of alkenyl triflates to alkenyl chlorides (Scheme 22C) [80]. A subsequent study from the same group demonstrated that [Cp*Ru(MeCN)3]OTf could serve as an alternative catalyst, thereby avoiding the need for in situ reduction of Ru(III) to Ru(II) by organometallic
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Published 02 Jan 2026

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

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  • 94% yield using CPhos-Pd-G3 as the palladium pre-catalyst (Scheme 1) [31]. However, under the same reported conditions only the unreacted starting material was recovered. In an isolated example, C-7 allylation of 7 was reported via a Stille coupling protocol to give 8 (Scheme 1) [32]. As an
  • alternative approach to C-7 functionalization of Nα-Boc-tryptophan methyl ester, we chose a CH activation protocol [33]. Treatment of N1-Piv-Nα-Boc-tryptophan methyl ester (10) with but-3-en-2-one (MVK) in the presence of [RhCp*Cl2]2 catalyst according to Ma et al. [34] led to the 7-(3-keto-1-butyl)-alkylated
  • in the presence of the Pd catalyst. It follows that elimination and reduction must occur after Pd insertion and formation of a pallado–zinc intermediate which undergoes β-elimination and proton transfer. Seminal studies by Jackson [61] have reported related results with iodozinc N-Boc-ʟ-alanine
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Published 17 Dec 2025
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