发布求助
文献互助 智能选刊 最新文献

European Journal of Organic Chemistry最新文献

筛选
英文 中文
Boron Difluoride Complexes with N,S‐Schiff‐base Ligands: Synthesis, Structure, and Photophysical Properties 与N，S -希夫碱配体的二氟化硼配合物：合成、结构和光物理性质
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-11 DOI: 10.1002/ejoc.202500703
Masahiro Ikeshita, Konan Tanaka, Takashi Tsuno
{"title":"Boron Difluoride Complexes with N,S‐Schiff‐base Ligands: Synthesis, Structure, and Photophysical Properties","authors":"Masahiro Ikeshita, Konan Tanaka, Takashi Tsuno","doi":"10.1002/ejoc.202500703","DOIUrl":"https://doi.org/10.1002/ejoc.202500703","url":null,"abstract":"Boron difluoride complexes incorporating <jats:italic>N</jats:italic>,<jats:italic>S</jats:italic>‐Schiff‐base ligands are synthesized, and their structural and photophysical properties are investigated. The complexes are obtained via a one‐pot synthetic route from 2‐mercaptobenzaldehyde, yielding <jats:italic>N</jats:italic>,<jats:italic>S</jats:italic>‐donor frameworks that coordinate with boron atoms to form six‐membered chelate rings. Single‐crystal X‐ray diffraction analysis revealed that these complexes adopt distorted coordination structures, attributed to the larger atomic radius of the sulfur atom. This geometric distortion results in redshifted absorption and emission spectra, in comparison to analogous <jats:italic>N</jats:italic>,<jats:italic>O</jats:italic>‐Schiff‐base boron difluoride complexes. These findings, supported by theoretical calculations, highlight the potential of <jats:italic>N</jats:italic>,<jats:italic>S</jats:italic>‐Schiff‐base boron difluoride complexes as tunable optical materials through both electronic and geometric modulation.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"54 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035572","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Sustainable Electrochemical Access to α‐Thiocyanate Ketones: A Metal‐Free Protocol Utilizing Ammonium Thiocyanate 可持续电化学获取α -硫氰酸酯酮：利用硫氰酸铵的无金属方案
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-11 DOI: 10.1002/ejoc.202500679
Peng Zhang, Fanmin Liu, Chao Qian, Shaodong Zhou
{"title":"Sustainable Electrochemical Access to α‐Thiocyanate Ketones: A Metal‐Free Protocol Utilizing Ammonium Thiocyanate","authors":"Peng Zhang, Fanmin Liu, Chao Qian, Shaodong Zhou","doi":"10.1002/ejoc.202500679","DOIUrl":"https://doi.org/10.1002/ejoc.202500679","url":null,"abstract":"A robust and environmentally benign electrochemical method for the synthesis of α‐thiocyanate ketones from aromatic ketones is reported. The protocol utilizes ammonium thiocyanate as both the thiocyanate source and supporting electrolyte in an undivided cell with platinum electrodes and an acetonitrile/water/sulfuric acid solvent system. This metal‐catalyst‐free transformation proceeds under mild conditions, exhibiting broad substrate scope, excellent functional group compatibility, and amenability to gram‐scale operations. The developed approach offers a sustainable and practical alternative for accessing these valuable thiocyanated carbonyl compounds, addressing limitations of conventional oxidative methods.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"35 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145035573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Electrochemical Tandem Self‐Coupling/Selenylation of Acetonitrile toward Highly Functionalized Tetrasubstituted Alkenes 电化学串联自偶联/乙腈硒化制备高功能化四取代烯烃
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-04 DOI: 10.1002/ejoc.202500611
Wen‐Feng Dong, Jia‐Yi Luo, Zhi Guan, Yan‐Hong He
{"title":"Electrochemical Tandem Self‐Coupling/Selenylation of Acetonitrile toward Highly Functionalized Tetrasubstituted Alkenes","authors":"Wen‐Feng Dong, Jia‐Yi Luo, Zhi Guan, Yan‐Hong He","doi":"10.1002/ejoc.202500611","DOIUrl":"https://doi.org/10.1002/ejoc.202500611","url":null,"abstract":"Herein, an electrochemical tandem reaction that integrates acetonitrile self‐coupling with selenylation to construct densely functionalized tetrasubstituted alkenes bearing amino, cyano, and seleno groups from readily available acetonitrile and diselenides is reported. Employing potassium iodide as a redox mediator under mild, metal‐free, and oxidant‐free conditions, this sustainable strategy leverages the synergistic effect of electrochemical oxidation and iodine catalysis to achieve inert C(<jats:italic>sp</jats:italic><jats:sup>3</jats:sup>)H bond activation of acetonitrile. The transformation exhibits good stereoselectivity along with substrate scope across diverse aryl and alkyl selenides.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"62 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144995172","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photocatalyzed Reduction of β‐Nitroacrylates via Hydrogen Atom Transfer Promoted by Tetrabutylammonium Decatungstate 十钨酸四丁基铵促进氢原子转移光催化还原β -硝基丙烯酸酯
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-03 DOI: 10.1002/ejoc.202500741
Gabriele Lupidi, Stefano Protti, Davide Ravelli, Alessandro Palmieri
{"title":"Photocatalyzed Reduction of β‐Nitroacrylates via Hydrogen Atom Transfer Promoted by Tetrabutylammonium Decatungstate","authors":"Gabriele Lupidi, Stefano Protti, Davide Ravelli, Alessandro Palmieri","doi":"10.1002/ejoc.202500741","DOIUrl":"https://doi.org/10.1002/ejoc.202500741","url":null,"abstract":"A photocatalyzed reduction of the CC double bond in β‐nitroacrylates under flow conditions is developed. The reaction takes place upon irradiation at 390 nm in the presence of tetrabutylammonium decatungstate and requires γ‐terpinene as a hydrogen source. Products are obtained in good yields, and various functional groups are tolerated, such as unconjugated double bonds, benzyl groups and carbonyls, thus demonstrating a substantial chemoselectivity.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"48 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144987404","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Green Multicomponent One‐Pot Synthesis of 2‐(2′‐Hydroxyphenyl)Imidazo[1,2‐a]Pyridine Analogs with an Intramolecular Hydrogen‐Bonded Eight‐Membered Ring Exhibiting Excited‐State Intramolecular Proton Transfer Luminescence 具有激发态质子转移发光的分子内氢键八元环的2 -（2′-羟基苯基）咪唑[1,2 - a]吡啶类似物的绿色多组分一锅合成
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-02 DOI: 10.1002/ejoc.202500630
Mahanandaiah Kurva, David Calderón‐Rangel, Alejandro Corona‐Díaz, Kranty G. Kishore, Ángel Rentería‐Gómez, Gabriel Ramos‐Ortíz, Rocío Gámez‐Montaño
{"title":"Green Multicomponent One‐Pot Synthesis of 2‐(2′‐Hydroxyphenyl)Imidazo[1,2‐a]Pyridine Analogs with an Intramolecular Hydrogen‐Bonded Eight‐Membered Ring Exhibiting Excited‐State Intramolecular Proton Transfer Luminescence","authors":"Mahanandaiah Kurva, David Calderón‐Rangel, Alejandro Corona‐Díaz, Kranty G. Kishore, Ángel Rentería‐Gómez, Gabriel Ramos‐Ortíz, Rocío Gámez‐Montaño","doi":"10.1002/ejoc.202500630","DOIUrl":"https://doi.org/10.1002/ejoc.202500630","url":null,"abstract":"Multicomponent reactions are excellent tools to generate complex structures with broad chemical diversity and fluorescent properties. The sonochemical multicomponent one‐pot synthesis of novel organic luminescent heterocycles, such as 2‐(2′‐hydroxyphenyl)imidazo[1,2‐a]pyridine (2‐HPIP) analogs, is described. The Groebke–Blackburn–Bienaymé reaction (GBBR) affords good to excellent yields (75–95%). Notably, the compound 4b forms an intramolecular hydrogen‐bonded eight‐membered ring (8‐MR) in the crystalline state and is luminescent in this phase; in solution, this compound exhibits dual band emission with a very large Stokes shift of 18 382 cm<jats:sup>−1</jats:sup> attributed to an excited‐state intramolecular proton transfer (ESIPT) process. Time‐dependent density functional theory (TD‐DFT) and additional calculations are performed to evaluate the HOMO–LUMO distributions and theoretical absorption spectra, being in agreement with the experimental data. Additionally, the TD‐DFT calculations in solution (chloroform) show the ESIPT process and 8‐MR formation become thermodynamically favorable in 4b. This work represents the first synthesis of prompts feasibility ESIPT heterocyclic luminescent materials via an eight‐membered ring (8‐MR) with an N···HO connection.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"301 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144928278","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Efficient Route for Construction of Fluorinated Isoxazolines through Base‐Mediated Fluorinated Amino Acid Derivatives 通过碱基介导的氟化氨基酸衍生物构建氟化异恶唑啉的有效途径
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-01 DOI: 10.1002/ejoc.202500653
Zhengling Wu, Yilian Song, Wenhao Xu, Chuangchuang Liu, Zhibin Huang, Yingsheng Zhao
{"title":"Efficient Route for Construction of Fluorinated Isoxazolines through Base‐Mediated Fluorinated Amino Acid Derivatives","authors":"Zhengling Wu, Yilian Song, Wenhao Xu, Chuangchuang Liu, Zhibin Huang, Yingsheng Zhao","doi":"10.1002/ejoc.202500653","DOIUrl":"https://doi.org/10.1002/ejoc.202500653","url":null,"abstract":"Isoxazolines have attracted widespread attention for the development of anticancer, antiviral, and anti‐inflammatory drugs due to their unique electronic properties and conformational rigidity. However, the application of fluorinated isoxazolines in the development of innovative drugs has been constrained by the lack of appropriate synthetic methods for introducing fluorine atoms into the isoxazole ring skeleton. In this article, a rapid synthesis of fluoroisoxazolines is reported based on a pre‐functionalization strategy: ethyl 3‐bromo‐2‐((diphenylmethylene)amino)‐3,3‐difluoropropionate is reacted with imine oxides under alkaline conditions to efficiently construct the fluoroisoxazolidine skeleton in one step without the need for transition metal catalysts. This simple operation is performed under mild green reaction conditions, offering a concise and efficient pathway for the synthesis of fluoroisoxazololidine compounds.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"118 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144928277","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Ruthenium‐Catalyzed Regioselective Sulphonamidation of Benzo[b][1,4]oxazin‐2‐ones via Csp2–H Functionalization Using Sulfonyl Azides 钌催化苯并[b][1,4]恶嗪- 2 -酮的Csp2-H功能化及磺酰叠氮化反应
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-01 DOI: 10.1002/ejoc.202500511
Riya Chaudhary, Aditi Arora, Sandeep Kumar, Brajendra K. Singh
{"title":"Ruthenium‐Catalyzed Regioselective Sulphonamidation of Benzo[b][1,4]oxazin‐2‐ones via Csp2–H Functionalization Using Sulfonyl Azides","authors":"Riya Chaudhary, Aditi Arora, Sandeep Kumar, Brajendra K. Singh","doi":"10.1002/ejoc.202500511","DOIUrl":"https://doi.org/10.1002/ejoc.202500511","url":null,"abstract":"This study presents a novel ruthenium‐catalyzed method for the regioselective <jats:italic>ortho</jats:italic>‐sulphonamidation of benzo[<jats:italic>b</jats:italic>][1,4]oxazin‐2‐ones. Utilizing sulfonyl azides, which release benign nitrogen gas as a byproduct, this approach achieves high yields and excellent <jats:italic>ortho</jats:italic>‐selectivity in CH functionalization. The protocol exhibits a broad substrate scope, good functional group tolerance, and operational simplicity. Optimization studies and control experiments support a plausible reaction mechanism involving a ruthenium‐metallacycle intermediate. Gram‐scale synthesis demonstrates the practicality and potential of the method to access biologically relevant molecules, significantly expanding CH functionalization in heterocyclic chemistry.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"19 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144928279","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Intramolecular Azide–Alkene Cycloaddition—The Logothetis Reaction 叠氮化物-烯烃环加成- Logothetis反应
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-08-30 DOI: 10.1002/ejoc.202500472
Douglass F. Taber
{"title":"Intramolecular Azide–Alkene Cycloaddition—The Logothetis Reaction","authors":"Douglass F. Taber","doi":"10.1002/ejoc.202500472","DOIUrl":"https://doi.org/10.1002/ejoc.202500472","url":null,"abstract":"The assembly of cyclic amines is fundamental to medicinal chemistry. While intramolecular azide–alkyne cycloaddition is widely practiced, intramolecular azide–alkene cycloaddition is much less used, even though it has been known since 1965. This review is an overview of the applications of intramolecular azide–alkene cycloaddition in target‐directed synthesis since that time.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"106 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144919433","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Regiocontrolled Cleavage of Dialkyl Ethers Using Regenerative Borates as a Sustainable Alternative to Boron Trichloride 再生硼酸盐作为三氯化硼的可持续替代品的区域控制裂解二烷基醚
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-08-28 DOI: 10.1002/ejoc.202500649
Theodora E. Leventis, Noah G. Veatch, Florence J. Williams
{"title":"Regiocontrolled Cleavage of Dialkyl Ethers Using Regenerative Borates as a Sustainable Alternative to Boron Trichloride","authors":"Theodora E. Leventis, Noah G. Veatch, Florence J. Williams","doi":"10.1002/ejoc.202500649","DOIUrl":"https://doi.org/10.1002/ejoc.202500649","url":null,"abstract":"Ethers are ubiquitous functional groups in natural products, surfactants, and materials, making them valuable targets for chemical diversification. This report advances a previously reported method utilizing a 1:1 mixture of BBr<jats:sub>3</jats:sub> and BCl<jats:sub>3</jats:sub> to cleave unsymmetric dialkyl ethers with high regio‐ and chemoselectivity. In this new protocol, regenerable triaryl borates are used in place of BCl<jats:sub>3</jats:sub>, offering a more sustainable approach. Importantly, all boron‐containing byproducts from the reaction can be converted back into the triaryl borate, enabling full reagent recovery. The speciation of borate/BBr<jats:sub>3</jats:sub> mixtures is monitored by <jats:sup>11</jats:sup>B‐NMR and compared to the previously studied BCl<jats:sub>3</jats:sub>/BBr<jats:sub>3</jats:sub> system. Additionally, Design of Experiments (DOE) statistical analysis reveals a correlation between borate Lewis acidity and cleavage selectivity. The triaryl borate regenerated in situ from aqueous waste performs comparably to freshly prepared material in subsequent reactions. Overall, this system matches or exceeds the performance of the original BBr<jats:sub>3</jats:sub>/BCl<jats:sub>3</jats:sub> method across a broad range of dialkyl ether substrates.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"8 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144915844","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
The Dihydroindeno[2,1‐c]fluorene Core: From Syntheses to Properties and Potential Applications 二氢茚[2,1 - c]芴芯：从合成到性质和潜在应用
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-08-28 DOI: 10.1002/ejoc.202500036
Timothée Cadart , Martin Kotora
{"title":"The Dihydroindeno[2,1‐c]fluorene Core: From Syntheses to Properties and Potential Applications","authors":"Timothée Cadart ,&nbsp;Martin Kotora","doi":"10.1002/ejoc.202500036","DOIUrl":"10.1002/ejoc.202500036","url":null,"abstract":"<div><div>In the last decade, substances possessing the dihydroindeno[2,1‐<em>c</em>]fluorene scaffold show interesting photophysical properties and other potential applications in electronics. The aforementioned compounds belong to the family of five regioisomeric dihydroindenofluorenes, but unlike other ones, they possess angular or, in the case of higher congeners, helical shape. This review is mainly focused on various synthetic approaches to compounds possessing the dihydroindeno[2,1‐<em>c</em>]fluorene scaffold and their conversions to other polyaromatic hydrocarbons. In addition, their physicochemical and photophysical properties, and current and/or potential applications are briefly described as well.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 32","pages":"Article e202500036"},"PeriodicalIF":2.7,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143915804","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
下一页 尾页
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整，为了账户安全，请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们：info@booksci.cn Book学术提供免费学术资源搜索服务，方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号：604180095
Book学术官方微信