
样式: 排序: IF: - GO 导出 标记为已读
-
2-formyl-5-(hydroxymethyl)furan (HMF) derivatives as active complexing agent for CO2 insertion reaction Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-31
Giulia Fiorani, Nicola Bragato, Mattia Annatelli, Alessandro Bernardi, Marco Bortoluzzi, Roberto Calmanti, Alvise Perosa, Maurizio SelvaRenewable-based furan compounds derived from 2-formyl-5-(hydroxymethyl)furan (5-HMF) were successfully employed as catalysts to synthesize cyclic organic carbonates through the reaction of carbon dioxide with epoxides. The effects of temperature, reaction time, reagent ratios, and carbon dioxide pressure were optimized before evaluating various bio-based complexing agents in combination with different
-
Synthesis of N,N'-Bisindoles via Gold-Catalyzed Formal (4+1) Cycloaddition Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-30
Hao-Hui Zhang, Can Yang, Hao-Cheng Tian, Kuiyong Dong, Feng ShiIndole-based heterocycles are commonly found in natural products and pharmaceuticals, so the synthesis of such heterocycles has become an important research area. In spite of the rapid development of this research area, the synthesis of N,N'-bisindoles remains challenging and is far less developed. Herein, we present the synthesis of N,N'-bisindoles via gold-catalyzed formal (4+1) cycloaddition of
-
Front Cover: Selective Synthesis of Cyclic Dithiocarbonates Using Bis‐Benzimidazolate Salts as Multifunctional Catalysts (Eur. J. Org. Chem. 12/2025) Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-30
Stephany Larissa da Silva Ribeiro, Cecília Maria Alves de Oliveira, Thaís Vieira Pereira da Silva, Olga Soares do Rêgo Barros, Meiry Edivirges Alvarenga, Felipe Terra Martins, Jorge Luiz Sônego Milani, Rafael Pavão das Chagas -
Total Synthesis of Pegaharmine I Enabled by Visible‐Light Photocatalytic Nitrone Formation Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-29
Manikanta Swami Pothana, Huang-Chieh Lu, Bor-Cherng Hong, Su-Ying ChienThe first total synthesis of pegaharmine I was accomplished by a three‐step strategy featuring a visible‐light‐photocatalyzed nitrone formation reaction as the key step. The structure of this natural product was confirmed by crystallographic analysis. Water‐promoted photocatalysis, achieved by incorporating water into the reaction medium, has also been established.
-
Terpenes and Terpenoids: How Can we Use them? Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-28
Jay Hanssens, Diego Meneses, Jordy M. Saya, Romano OrruThe employed feedstocks in chemical processes received substantial attention over the past decades, mainly due to the popularity of Werpy’s list of top‐value added chemicals from biomass reported in 2004. The conventional fossil‐based feedstocks are both depleting and can be damaging to the environment. This led to a surge to replace petroleum‐based chemicals to more renewable, bio‐based platform chemicals
-
Visible‐Light‐Driven E‐selective Semihydrogenation and Its Application in the Treatment of Glioblastoma Multiforme Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-26
Jinfei Yang, Huihui Yang, Xianglong Wang, Siqi Chen, Shutang Li, Baohu Li, Yanrui Fan, Haoze He, Zhou LinA visible‐light‐driven E‐selective semihydrogenation scheme of alkyne compounds was developed for designing and synthesizing glioblastoma multiforme (GBM) inhibitors. In the present study, room‐temperature semihydrogenation reactions of various alkyne compounds were successfully achieved under the irradiation of white light. The representative reaction mechanism was decoded through theoretical calculations
-
Amphiphilic Fluoro‐Functionalized Cellulosic Materials: Synthesis, Characterization and Organic Dye Adsorption Properties Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-26
Davide Ricci, Andrea Maio, Christian Jahns, Elena Piacenza, Delia Francesca Chillura Martino, Roberto Scaffaro, Margit Schulze, Andrea Pace, Carla Rizzo, Ivana PibiriThe growing interest towards biopolymers application in amphiphilic conditions prompted us to explore the preparation of fluorinated cellulosic materials. Cellulose (CE) and carboxymethylcellulose (CMC) were functionalized with highly fluorinated pendants, through a nucleophilic aromatic substitution on 3‐pentadecafluoroheptyl‐5‐pentafluorophenyl‐1,2,4‐oxadiazole (FOX). leading to the corresponding
-
Pd‐Catalyzed Vicinal Difunctionalization of Carboranes with Benzoxazoles, Indoles and Anilines Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
xin mu, Mengjie Zhu, Jiale Yu, Ruinian Jiang, Zikang ZhouIcosahedral Carboranes have a wide range of applications in medicinal chemistry, material science, and catalysis. Although various methods have been disclosed for functionalizing carborane structures, the methods to incorporate different types of heterocycles are still lacking. This limitation is likely due to the functional group incompatibility under previously reported reaction conditions, and the
-
Synthesis and reactivity of 1,4‐ethano‐1,5‐naphthyridine derivatives using microwave activation or flow chemistry Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Mazarine Laurent, Rodolphe Vatinel, Stéphane Bostyn, Sylvain Routier, Frederic BuronThe design of some novel disubstituted 3,4‐dihydro‐2H‐1,4‐ethano‐1,5‐naphthyridine derivatives is reported under classical and flow methodologies. The series were developed from quinuclidinone, which afforded versatile platforms bearing one lactam function in position C‐2 that was then used to create C–N bond using the Chan‐Lam coupling reaction or in situ C–O bond activation via palladium‐catalyzed
-
Harnessing Electricity in Dehydrogenative Coupling: Transition Metal‐Free Synthesis of Quinoline Derivatives Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Raju Dey, Vageesh M, Abhijeet Anand, Subir PanjaAn efficient strategy is demonstrated for the electrocatalyitc synthesis of 2‐aryl quinoline derivatives via an anodic dehydrogenation of 2‐aminobenzyl alcohol molecules followed by condensation with carbonyl compounds at room temperature. The current protocol requires only electricity as the green oxidant, provides the desired products in good to excellent yield and is compatible with a wide range
-
Rh(III)‐Catalyzed Cascade [3+3] Spiroannulation of N‐Acyl Ketimines with Iodonium Ylides: Access to Spiro‐N,O‐Ketals Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Jiaojiao Wen, Xia Zhang, Chao Pi, Yangjie Wu, Xiuling CuiA Rh(III)‐catalyzed cascade C‐H activation/[3+3]spiroannulation of 3‐hydroxy‐3‐arylisoindolin‐1‐ones with iodonium ylides has been developed. The method facilitates the efficient and selective construction of spirocyclic compounds in a one‐pot manner, offering high yields and excellent conversion. The reaction proceeds via a highly regioselective process, resulting in the formation of spiro‐N,O‐ketals
-
Synthesis of C2‐Silylated Indoles and Indolines Enabled by Iridium‐catalyzed Silylation of Indolines with Hydrosilanes Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Lei Wang, Xinni Tang, Hui Sun, Wenjie Hu, Li-Wen Xu, Lei YangWe report an efficient iridium‐catalyzed one‐pot protocol for the synthesis of C2‐silylated indoles from indolines and hydrosilanes. Mechanistic investigations suggest that the transformation proceeds through a tandem dehydrogenation/C−H silylation pathway. Furthermore, an example of iridium‐catalyzed direct C2‐selective C(sp3)−H silylation of indolines is also disclosed.
-
Front Cover: Cardo Bisphenol Fluorene Fused with Dibenzo[g,p]chrysene for a High Refractive Index Monomer (Eur. J. Org. Chem. 11/2025) Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Toko Yura, Rion Noda, Ikuma Okada, Zhenfeng Guo, Takashi Nakanishi, Yousuke Yamaoka, Tetsuo Iwasawa -
Front Cover: Synthetic Strategies to Prepare Bioactive Lysine and Peptide Conjugates With Triazolium Derivatives (Eur. J. Org. Chem. 38/2024) Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-25
Patrycja Ledwoń, Michał Jewginski, Claudia Bello, Francesca Nuti, Paolo Rovero, Rafal Latajka, Anna Maria Papini -
Brønsted Acid‐Promoted Tandem Cyclization/Addition of Enaminones with H‐Phosphine Oxides for Synthesis of C2‐Phosphorylated 2,3‐2H‐Chromones Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
Huabin Wang, Qiaoli Li, Litong Qi, Min Hao, Bi Tang, Youping Tian, Zhen Yao, Ying Zhou, Qiang HuangA facile and efficient protocol to synthesize C2‐phosphorylated 2,3‐2H‐chromones was discovered via Brønsted acid promoted tandem addition/cyclization of enaminones with H‐phosphine oxides. The reaction exhibited a broad scope, good functional group tolerance and good yields, and featured ability of a gram‐scaled synthesis. Results of mechanistic study revealed that the reaction initially undergone
-
Earth‐abundant metal complexes as catalysts for the dehydrogenative coupling of hydrosilanes and alcohols Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
Manuel Iglesias, Ana Luque-GómezThe dehydrogenative coupling of hydrosilanes with alcohols or water is a fundamental transformation in organosilicon chemistry, enabling the synthesis of alkoxysilanes, silanols, and siloxanes—key materials for coatings and adhesives. Traditionally, these reactions have relied on catalysts based on platinum‐group metals (PGMs), which are costly and scarce. The development of Earth‐abundant metal (EAM)
-
Synthesis and Fluorescence Properties of Oxazolo[5,4‐b]quinolines: Exploring Structure‐Property Relationships and Design Strategies for Tailored Photophysical Characteristics Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
Ryosuke Saijo, Juna Numada, Shigeki Mori, Hidemitsu Uno, Masami KawaseA series of oxazolo[5,4‐b]quinoline derivatives were synthesized via a two‐step process involving the reaction of 4‐trifluoroacetylazlactones with various substituted anilines, followed by intramolecular Friedel‐Crafts‐type cyclization and Robinson‐Gabriel oxazole formation. The systematic investigation of the photophysical properties of the synthesized compounds revealed that the position and nature
-
Mechanochemical Synthesis of 5‐Amino‐4‐Cyanoxazoles Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
Danylo Merzhyievskyi, Oleh V. Shablykin, Tatsiana Jarg, Volodymyr S. Brovarets, Riina Aav, Dzmitry KananovichA mechanochemical methodology for the preparation of 5‐amino‐4‐cyanoxazoles through the reaction of 2‐amido‐3,3‐dichloroacrylonitriles with primary or secondary aliphatic amines (or their respective salts) in the presence of dipotassium phosphate is reported. The process is carried out by processing the mixture of starting materials in a mixer mill, with ethanol used as a liquid‐assisted grinding (LAG)
-
Reactions of Halogermylenes with NHCs: Selective Formation of Low Valent Ge(II) Species Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
Kei Ota, Shotaro Ikoma, Tomohisa Okuda, Taisei Itakura, Tsukasa Nakahodo, Daisuke Hashizume, Tsukasa MatsuoThe reactions of the Rind‐based 1,2‐dihalodigermenes, (Eind)BrGe=GeBr(Eind) (1a) and (EMind)ClGe=GeCl(EMind) (1b), with two types of N‐heterocyclic carbenes (NHCs) (Im‐iPr2Me2 and Im‐Me4) resulted in the formation of the halogermylene mono‐NHC adducts, (Im‐iPr2Me2)(Eind)GeBr (2a') and (Im‐iPr2Me2)(EMind)GeCl (2b'), and the germyliumylidene cation bis‐NHC adducts, [(Im‐Me4)2(Eind)Ge]+[Br–] (3a) and
-
Latent Ruthenium Complexes Supported by Two N‐Heterocyclic Carbene (NHC) Ligands, Synthesis and Catalytic Activity with Distinctive Activation Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-24
N. Gabriel Lemcoff, Anna Vaisman, Hosein Tafazolian, Diana Stoianova, Jonathan Goldberg, Kristina Goulinian, Angelino Doppiu, Adam JohnsNovel bis(NHC) ruthenium complexes of the form (NHC1)(NHC2)Ru(=CRR')Cl2 (where NHC represents N‐heterocyclic carbene ligands and CRR' denotes Ph‐indenylidene or benzylidene moieties) were prepared from second‐ and third‐generation Grubbs catalysts. These complexes exhibited thermal latency in ring‐closing metathesis (RCM), cross‐metathesis (CM), and several ring‐opening metathesis polymerization (ROMP)
-
Front Cover: Manganese‐Catalyzed Selective ortho‐Deuteration of Aromatic Amidines with D₂O (Eur. J. Org. Chem. 10/2025) Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-23
Jian‐Fei Bai, Hao Hu, Yanran Liu, Zhi‐Jiang Jiang, Jia Chen, Zhanghua Gao -
High Throughput Experimentation as a Tool to Guide the Microwave Assisted Catalytic Amidation of Aryl Amines with Aryl Acids Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-23
Giulia Murbach, Shruti A. Biyani, David H. Thompson -
Blue‐Light‐Induced Stereoselective Synthesis of α‐Alkylated Amino Acid Derivatives Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-23
Hongying Fan, Meiling Ye, Xue Zhang, Jinyu Hou, Liulin Jiao, Jian Chen, Li Guo, Zhong Lian, Yong Wu -
Visible‐Light‐Induced Three‐Component Radical Strategy for the Synthesis of β‐Amino Alcohols Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-22
Zhongtian Wu, Kai Su, Huiying Liu, Ze Wang, Zhaoshan Wang, Xiu Duan, Dong Chen, Jie Feng, Xinxin WuThis study presents a visible‐light‐mediated three‐component radical reaction involving alcohols or alkanes and in situ‐formed imines. The imines, generated from aldehydes and amines, serve as key reactants, while the inexpensive and readily available sodium decatungstate (NaDT) is employed as a photocatalyst. This strategy enables the functionalization of industrially accessible alcohols or alkanes
-
Cascade Reactions of Enone‐Tethered Ketones and Aldehydes with Indoles: Substrate‐Controlled Divergent Synthesis of Indenes and Indanes Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-21
Ching-Fa Yao, Sundaram Suresh, Bo-Xun Du, Anjun Lee, Xinlun Han, Hung-Ming Huang, Weiting Chiu, Chien-Yu Liu, Wenwei LinA cascade strategy involving the reactions of enone‐tethered ketones with indoles for the synthesis of indenes is outlined in the presence of iodine as a catalyst. Halogen bonding between molecular iodine and enones activates substrates to undergo Michael addition with indoles, resulting in the formation of enolates. These enolates in situ are transformed into indenes via an intramolecular aldol condensation
-
Divergent Synthesis of Atropisomeric Diarylamines Enabled by Bromine‐Masked Indolines Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-21
Weiwei Luo, Huanhuan Guo, Hui Wang, Jian-Ping Tan, Wen-Kun Luo, Chao Liu, Jun ZhouHerein, we report the use of a bromine atom as a masking group for the synthesis atropisomeric diarylamines via organocatalytic N‐arylation of 7‐bromoindolines. The bromine atom acts as a bulky group to temporarily stabilize the configuration by steric hindrance. Upon unmasking, less sterically hindered diarylamines are obtained, with configurational stability potentially maintained through intramolecular
-
Asymmetric Organocatalytic Synthesis of Chiral Polycyclic 1,4‐Dihydropyridines and Axially Chiral 4‐Arylpyridines Using 2,3‐Dioxopyrrolidines and 1,3‐Diketones Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-21
Cheng-Yu Ou, Bo-Wei Huang, Ting-Hung Chu, Po-Heng Lin, Jeng-Liang HanAn asymmetric Michael/hemiketalization/amination process of 1,3‐diketones with 2,3‐dioxopyrrolidines catalysed by a quinine‐derived urea catalyst has been developed, which furnished a series of chiral polycyclic 1,4‐dihydropyridines in satisfactory yields and enantioselectivities (35‐94% yields for 2 steps and up to 99% ee). Moreover, the subsequent oxidative aromatization of chiral 1,4‐dihydropyridines
-
Chromium(II)‐Catalyzed Stereoselective Cross‐Electrophile Coupling of Geminal Difluoroalkenes with Aliphatic Halides Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Xiaoming Zeng, Yunqian HouWe report here an effective, mild and practical approach to stereoselective cross‐electrophile coupling of difluoroalkenes with alkyl halides by cost‐effective chromium catalysis. This reaction was promoted by inexpensive CrCl2 combining with bipyridine ligand and manganese as the reductant, enabling the achievement of the reductive coupling of geminal difluoroalkenes with primary, secondary and tertiary
-
Electrochemical and Photochemical Functionalization of Phenothiazines towards the Synthesis of N-Aryl Phenothiazines: Recent Updates and Prospects Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Alexander I. Kononov, Sofia O. Strekalova, Yulia H. Budnikova -
Nickel(II)‐Catalysed Oxidative Homocoupling of Terminal Alkynes Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Luying Cui, Kai Yang, Yingfan Yang, Daofan Ma, Xiangwei Ren, Guangwei WangThe homocoupling of terminal alkynes is a key approach for constructing 1,3‐diynes , typically relying on copper‐based bimetallic systems. Herein, we have developed a catalytic system based on nickel chloride, using 1,10‐phenanthroline as the ligand and air as the oxidant, which successfully enables the homocoupling reactions of various terminal alkynes. This reaction is characterized by cheap and
-
High Regio‐ and Chemoselectivity [2 + 4] Tandem Annulations Catalyzed by CsF to the Synthesis of 4‐Quinolones under Continuous‐Flow Reactor Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Teng Liu, Zhuoyu Wang, Junjie Li, Weiqiang Li, Rong Liu, Chunyan Zhang, Sirong Gao, Chao HuangA high regio‐ and chemoselectivity route to the synthesis of 4‐quinolone derivatives involving a CsF‐catalyzed [2 + 4] tandem annulations under continuous‐flow reactor has been developed. This practical and concise protocol between aryne precursors and β‐enamino diesters provided a range of structurally diverse 4‐quinolones (28 examples) in good to excellent yields. The characteristics of this continuous‐flow
-
Unlocking Indazole Synthesis from α‐diazo‐β‐ketoesters via Aryne Trapping: A Streamlined Approach Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Souvik Guha, Aurelien Crochet, Thillaiarasi Sukumar, Mahesh Ravva, Subhabrata Sen, Ludovic GremaudIndazoles are high value chemical building blocks used in medicinal chemistry and materials science for their distinct structural and functional features. This study details a [3+2]‐cycloaddition reaction between various aryl‐ketodiazoesters and ortho‐(trimethylsilyl)aryl triflates under mild conditions, leading predominantly to 1‐acyl‐1H‐indazoles. N‐aryl‐1H‐indazoles and aryl benzoates were also
-
Substrate‐Controlled [2+3] and [3+3] Annulation of Bisnucleophiles: Access to Oxygen Heterocycles Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
jiaxu feng, Yingying Wu, Xiangdi Wang, Lulu XuHere a facile and efficient [2+3] and [3+3] annulation of bisnucleophiles have been developed, affording various of methylenetetrahydrofuran spirooxindole and methylenetetrahydropyrano[2,3‐c]pyrazoles derivatves under mild reaction conditions. This method provides facile and alternative strategies for the cconstruction of functionalized oxacyclic products in moderate to good yields. In addition, the
-
Design Concepts and Synthesis Strategies for Porous Organic Polymers‐Based Catalysts: Targeting the in‐situ Conversion of Low‐concentration CO2 into Value‐added Chemicals Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-20
Kunjie Wei, Zhirui Hu, Ying Liang, Yingming PanPorous organic polymers (POPs)‐based catalysts have emerged as promising materials for the conversion of low‐concentration CO2 into valuable chemicals, leveraging their high specific surface area, designability, multifunctionality, exceptional stability, and eco‐friendliness. This comprehensive review synthesizes the latest advancements in POPs‐based catalysts application for in‐situ conversion of
-
A Recyclable Rh(III)-Catalyzed C−H Annulation of N-Pyrimidinyl Aryl Amines with Cyclic 1,3-Diones in Water Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Liangliang Shi, Yijing Xia, Yuanrui Chen, Xiaobo Yang, Jun Yang, Hao Zhou, Jie Li, Zhijia Huo, Feng Zhang -
Acid‐Promoted Structural Reorganization of Pull‐Pull Alkylidenecyclobutanes: A Cascade Synthesis of 3‐Substituted γ‐Butyrolactones Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Mauro Uras, Stefano Barranco, Fabio Zedda, Angelo FrongiaAn unprecedented acid promoted structural reorganization of pull‐pull alkylidenecyclobutanes into 3‐substituted γ‐butyrolactones, in moderate to high yields, via a ring closure‐ring contraction followed by intramolecular ring‐opening cyclization is described.
-
Base‐Promoted [4+2] Annulation for the Synthesis of Tri‐Aryl Substituted α‐Pyrones Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Mengdan Wang, Jianyue Li, Junying Ma, Junling Wang, Kun Liu, Xiaowei Wang, Fengmin Wu, Bingli PanA transition‐metal‐free procedure for synthesizing tri‐aryl substituted α‐pyrones has been developed. It involves conjugate addition, C‒O bond formation and C‒O bond cleavage. This procedure provides an efficient protocol for the synthesis of multi substituted α‐pyrones from readily available starting materials. Notable features of this program are high atom economy and transition‐metal‐free.
-
Synthesis of Xylo‐nucleoside H‐Phosphinates and Insights into Their Conformational Preferences Within a Chimeric Duplex Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Yuqing Xu, Sten Reynders, Frédérick Coosemans, Piet Herdewijn, Elisabetta Groaz, Eveline LescrinierAn efficient method for the synthesis of xylo‐nucleoside H‐phosphinate building blocks containing both pyrimidine and purine nucleobases is reported. A DNA‐phoXyloNA‐DNA chimeric sequence containing a central 2'‐5'‐phosphonomethoxy‐linked xylo‐nucleoside uracil residue was chemically synthesized, and its structural properties were examined using advanced spectroscopic techniques and computational simulations
-
Organocatalytic γ,γ‐Regioselective Formal (1+5) Cycloaddition of Isoindolinone‐Derived Propargylic Alcohols Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Yu-Chen Zhang, Li-Ying Jiang, Guo-Ke Zhang, Yiming Tian, Sen Zhang, Yi Wang, Da-Hua WangAn organocatalytic γ,γ‐regioselective formal (1+5) cycloaddition of isoindolinone‐derived propargylic alcohols with 2‐indolylphenols was established, which afforded a series of indole‐fused chromanes with potential antitumor activity in overall good yields (up to 99%). A tandem cycloaddition process was proposed based on detailed control experiments. Moreover, biological evaluation demonstrates the
-
Iron‐Catalyzed Markovnikov Hydration of Unactivated Terminal Alkenes Enabled by Reductive Radical‐Polar Crossover Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Heng Song, Songzhuo Zheng, Pengtao Bai, Yuting Xiao, Xiaolan Zeng, Shu-Yang Chen, Shu-Fen Hou, Yuzan Liu, Rulan Pu, Xingwei Cai, Jianming Pan, Chen XuHerein, we describe a simple and convenient protocol for the Markovnikov oxidation of unactivated olefins to alcohols and ketones using readily available iron salt Fe(acac)3 as a catalyst, and phenylsilane PhSiH3 as reducing material. All reactions proceed efficiently at mild conditions with air as terminal oxidant. This transformation has been applied to a variety of substrates, and is distinguished
-
DBU‐Mediated [4+2] Cyclization of Sulfoxonium Ylides and o‐Phenylenediamines for Quinoxaline Synthesis Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-19
Yujuan Wu, Lianji Zhang, Hongyang Xu, Jiawei Yang, Yongfei Wang, Cuiping Wang, Zhizhi Hu, Zhiqiang ZhangA novel method for the synthesis of quinoxalines from o‐phenylenediamines and sulfoxonium ylides, mediated by DBU (1,8‐Diazabicyclo[5.4.0]undec‐7‐ene), is presented. This method does not require metal catalysts or oxidants, making it economical and environmentally friendly, while exhibiting excellent functional group tolerance. Mechanistic studies suggest that DBU facilitates the reaction through nucleophilic
-
Reversible Stannylenoid Formation from the Corresponding Stannylene and Sodium Phosphaethynolate Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-18
Yunqing Zhao, Huiyun Ma, Yanxue Bi, Jianghao Ren, Chenting Yan, Gaofeng Bian, Zhifang Li -
Successors of SmI2: Next Generation Metal, Photo and Electro‐Catalysis for Reductive Organic Synthesis Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-18
Sonalin Senapati, Subhendu Jena, Manwar Box, Sandeepan Maity -
Monomers with Spirocyclic Acetal units for Synthesis of Sustainable and Recyclable Polymers with Improved Properties Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-18
Kamani Sudhir K. Reddy, Nitin Valsange, Tam T. Nguyen, Lauri Vares, Baozhong Zhang, Patric JannaschMulti‐functional molecules with spirocyclic acetal structures have recently emerged as attractive monomers to prepare high‐performance polymers, which may subsequently be de‐polymerized and recycled under specific physicochemical conditions. Spirocyclic acetal structures can be formed by condensation of a suitable aldehyde or ketone with a polyol so that the functionalities necessary for the polymerization
-
Synthesis of Unsymmetric Bis(Phosphine) Monoxides (BPMO) and NHC‐Phosphine Oxides through Michaelis‐Arbuzov Reactions of Phosphinite Esters Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-18
Kevin Shaughnessy, Benjamin R. Headford, Warren B. Kuhnel, Fengrui QuA modular synthesis of bis(phosphine) monoxide (BPMO) ligands has been realized using the Michaelis‐Arbuzov reaction of dialkylphosphinite esters. The modular synthetic method allows the chemoselective synthesis of BPMO ligands in which the substituents on the two phosphorus centers are different. This methodology also provides a route to NHC‐phosphine oxide ligand precursors.
-
Axially Chiral Naphthalol Benzo-Quinoline Ligands for the Cu(OTf)2-Catalyzed Enantioselective Cyclopropanation of α-Arylidene Diazosuccinimides and Styrenes Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-17
Chun-Jun Zhu, Qian-Mao Zhang, Chun-Chun Tang, Yuan-Di You, Hao Fan, Xiao Fu, Wen-Juan Wan, Fang Tian, Li-Xin Wang -
Base‐Mediated [4+1] Annulation Strategy for Modular Assembly of Alkynyl/Carboxylated Dihydrobenzofurans Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-17
Yangzilin Kong, Yinsong Wu, Yanan Liu, Binbin Fei, Mengdi Wu, Ni Gu, Qiang Tang, Xinwei He -
Regioelective Hydroformylation of an α,β‐Unsaturated Ester: Spectroscopic Studies on Catalytic Species and the Influence of Ligands on Regioselectivity Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-14
Hannah Bork, Thorsten Rösler, Markus Leutzsch, Niklas Wessel, Andreas Vorholt, Harald GrögerHydroformylation of α,β‑unsaturated esters is an atom‐economical route towards aldehydes as precursors for pharmaceuticals. In this work, regioselective hydroformylation of an α,β‑unsaturated ester to the β‑aldehyde was initially re‐evaluated using a commercial Rh catalyst sample named [HRh(PPh3)4] due to reported high selectivity for the β‐aldehyde with this type of catalyst. However, while such high
-
[5+1] Annulation of aza-o-Quinone Methides with Primary Amines: Construction of 3,4-Dihydroquinazolin-2(1H)-One Derivatives Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-13
Gang Wang, Hao-Bin Liu, Zhao-Lin He -
Hydrogen Bond‐Assisted Excited State Switching and Fluoride Responsive Behavior of Orthogonal Spiroborate Ester Derived from Naturally Occurring α‐Mangostin Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-13
Swathy Unnikrishnapillai Saraswathy, Lekshmi Chandranpillai Lalithabai, Sandip Giri, Safa Ayoob, Simimole Haleema, Anakuthil Anoop, Sumalekshmy SarojiniammaThis study presents a sustainable and efficient method for synthesizing a spiroborate ester (MBO) from α‐mangostin (MN), a natural xanthonoid isolated from the pericarp of mangosteen fruit. The synthetic process, structural characterization and photophysical properties of MBO are thoroughly discussed. MBO exhibits an absorption band at 370 nm, with a shoulder around 410‐450 nm in non‐polar solvents
-
Transformation of Anilines to 1-Azaspiro[4.5]decanes via Dearomatization and Palladium-Catalyzed aza-[3+2] Cycloaddition with Vinylcyclopropanes Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Tingxuan Xu, Jinhao Hu, Qiuqin He, Renhua Fan -
Synthesis of Heteroatom-Containing Organic Molecules via Intramolecular Cross-Dehydrogenative Coupling Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Aanchal Batra, Manjot Kaur, Pushpinder Singh, Kamal Nain Singh -
Nonenzymatic Carboxylate Phosphorylation in Water Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Weiqiang Chen, Joris Zimmermann, Jonas Dechent, Joseph MoranThe core pathways of autotrophic microbial metabolism have been proposed to be fossils of self‐organized prebiotic chemistry. In recent years, numerous reactions within these pathways have been shown to occur nonenzymatically, supporting this hypothesis. However, the phosphorylation of carboxylic acids to the corresponding acyl phosphates, a recurring metabolic reaction, has notably yet to be demonstrated
-
One‐Pot, Three‐Component Borrowing Hydrogen/Cyclization Synthesis of Benzimidazoles Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Feng Xu, Hui Yu, Lilong Zhang -
Zinc (II) Imidoyl Azide Coordination Polymer, an Unexpected Compound with Insensitive Explosive Properties Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Lucas Blanck, Thibaud Alaime, Geneviève Eck, Julie Perouel, Rachid Baati -
Recent Advances in Palladium-Catalyzed Phosphonation of Aryl Halides, Sulfonates and Related Derivatives Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
YiYi Yang, On Ying Yuen, Chau Ming So -
Synthesis and Reaction Mechanisms for the Construction of Pyrrolo[1,2-a]quinoxalines and Pyrrolo[1,2-a]quinoxalin-4(5H)-ones Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Nan Jiang, Lei Yao -
Synthesis of Unsymmetrical Z‐Azo‐Arenes: Base‐Mediated 1,6‐Conjugate Addition of Arylhydrazine to para‐Quinone Methide Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Pranjal Gogoi, Priyanka Saikia, Kangkana Chutia, Ankur K GuhaA simple and straightforward method has been developed for the direct synthesis of unsymmetrical Z‐azo‐aryl compounds from p‐quinone methide (p‐QM) and arylhydrazine. This reaction strategy is executed in air under basic conditions and affords exclusively Z‐isomers in good yields with a broad substrate scope. The stereochemistry of our synthesized azo‐arenes has been confirmed by 2D‐NMR analyses.
-
[3 + 2] Cycloadditions of α,β‐Unsaturated Sultams Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Yevhen O. Zaika, Bohdan V. Vashchenko, Bohdan S. Sosunovych, Andrii V. Khutorianskyi, Pavlo Yasman, Volodymyr M. Ogurok, Volodymyr S. Brovarets, Oleksandr O GrygorenkoA highly efficient multigram synthesis of fused sultams (up to 97 g in a single run) via the regio‐ and diastereoselective [3 + 2] cycloaddition reaction of α,β‐unsaturated sultams was developed. The scope and limitations of the method were studied by evaluating common 1,3‐dipolar compounds. The reactions with azomethine ylide (obtained from N‐(methoxymethyl)‐N‐(trimethylsilylmethyl)benzylamine), nitrile
-
Front Cover: Versatile Synthesis of Linalool‐Derived Compounds via Catalytic Epoxidation and Ring Opening (Eur. J. Org. Chem. 9/2025) Eur. J. Org. Chem. (IF 2.5) Pub Date : 2025-03-12
Alexandre P. S. Costa, Leandro D. Almeida, Patricia A. Robles‐Azocar