European Journal of Organic Chemistry最新文献_第6页

Luminescent click‐pyrenyl nucleosides as novel building blocks for nucleic acids: synthesis, photophysics, confocal microscopy studies and oligonucleotide conjugation 发光click - pyrenyl核苷作为核酸的新型构建模块：合成，光物理，共聚焦显微镜研究和寡核苷酸偶联

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-11 DOI: 10.1002/ejoc.202500559

Mateusz Klarek, Tim Schäfer, Aleksander Gorski, Natalia Dutkiewicz, Paweł Hikisz, Magdalena Gapińska, Damian Trzybiński, Krzysztof Woźniak, Jens Müller, Konrad M. Kowalski

{"title":"Luminescent click‐pyrenyl nucleosides as novel building blocks for nucleic acids: synthesis, photophysics, confocal microscopy studies and oligonucleotide conjugation","authors":"Mateusz Klarek, Tim Schäfer, Aleksander Gorski, Natalia Dutkiewicz, Paweł Hikisz, Magdalena Gapińska, Damian Trzybiński, Krzysztof Woźniak, Jens Müller, Konrad M. Kowalski","doi":"10.1002/ejoc.202500559","DOIUrl":"https://doi.org/10.1002/ejoc.202500559","url":null,"abstract":"We report the synthesis of dinucleoside analogues with a “pyrenyl‐triazole‐N‐(triazole)2” linker substituting the natural phosphodiester linkage. The compounds were obtained stepwise with the copper‐catalyzed Huisgen (3+2) azide alkyne cycloaddition reaction of azidopyrene tripropargylamine, and the respective nucleoside azide. Due to the presence of the pyrenyl entity, compounds show unimolecular (in diluted solutions) or excimer (at higher concentrations and in the solid state) emission. Luminescence allowed to track their spatial distribution inside living MCF‐7 cells by using confocal microscopy. The compounds showed am affinity to lipid membranes and localize in a form of granules or larger aggregates in the area of the cytosol including, in particular, the perinuclear region. Representative nucleoside was appended to the 5’‐terminus of the deoxyribonucleotide 5’‐d(TTT CTT TCC CTC)‐3’. The resulting conjugate forms stable B‐type DNA duplex with complementary oligonucleotide.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"41 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144268589","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}

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Upcycling Food Waste: Ursolic Acid as Sustainable Feedstock 食物垃圾的升级利用：熊果酸作为可持续原料

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-11 DOI: 10.1002/ejoc.202500422

Timo A. Zschau, Kathin Bensberg, Cedric Meysing, Nofisa Lamuadni, Adrián Gómez Suárez, Stefan F Kirsch

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Catalytic Behavior of Cobalt Complexes Bearing Imine‐Pyridine‐Oxazoline Ligands in Isoprene Polymerization 亚胺吡啶恶唑啉钴配合物在异戊二烯聚合中的催化行为

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ejoc.202500471

Jin-Kui Liu, Jiayu Niu, Bo Zhang, Xiuge Hao, Mao-Ping Song, Hui Jiang, Jun-Fang Gong

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An Efficient Asymmetric Synthesis of Finerenone via Evans' Chiral Auxiliary 利用Evans手性助剂高效非对称合成芬烯酮

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ejoc.202500538

Safomuddin Abduahadi, Emmanuel Mintah Bonku, Fuqiang Zhu, Feipu Yang, Samuel Desta Guma, Zayniddin Nuriddinov, Hongjian Qin, Jingshan Shen

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Selective Synthesis of Furan-3(2H)-one Fused Seven, Eight, or Nine-Membered Ring from the Reaction of Diynone and Cyclic β-Keto Ester 二酮与环β-酮酯反应选择性合成呋喃-3(2H)- 1熔合七、八或九元环

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ejoc.202500534

Chengyang Tian, Yu Xing, Jiajian Guo, Ningyi Lu, Lei Cui, Chunju Li, Jian Li

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Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed C–H Bond Activation 钯催化C-H键活化组装1,2,3 -三唑-融合多环化合物

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ejoc.202500459

Antonia Iazzetti, Marco Chiarini, Giancarlo Fabrizi, Yuri Gazzilli, Antonella Goggiamani, Federico Marrone, Andrea Serafini, Karim Ullah

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Metal‐Free Catalytic Access to Indanes via Intermolecular Cyclization from Internal Olefins/Ethers and Mechanism Study 内链烯烃/醚分子间环化无金属催化制备吲哚及其机理研究

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ejoc.202500063

Haotian Lv, Yinuo Zhu, Feng Han, Li Guo, Nan Lu, Yuanhong Zhang, Chengxia Miao

{"title":"Metal‐Free Catalytic Access to Indanes via Intermolecular Cyclization from Internal Olefins/Ethers and Mechanism Study","authors":"Haotian Lv, Yinuo Zhu, Feng Han, Li Guo, Nan Lu, Yuanhong Zhang, Chengxia Miao","doi":"10.1002/ejoc.202500063","DOIUrl":"https://doi.org/10.1002/ejoc.202500063","url":null,"abstract":"A green and sustainable protocol has been developed for metal‐free synthesis of substituted indanes through Brønsted acid‐catalyzed intermolecular cyclization. Employing the acidic ionic liquid [BsPy][OTf] as a catalyst, this methodology achieved good selectivities to synthesize substituted indanes through intermolecular cyclization of benzyl ethers and internal olefins while eliminating metallic reagents, halogens, and post‐reaction neutralization steps. Moreover, the acidity of ionic liquids was one of the significant factors affecting the yield and the selectivity. [BsPy][OTf] exhibited good selectivity and activity, and also had excellent recyclability. Controlling experiments revealed a carbocation‐mediated pathway. DFT calculation indicated that the selectivity of indane as cyclization product is supported by both thermodynamics and kinetics catalyzed by [BsPy][OTf], and the product is determined to be substituted olefin controlled by kinetics using [MeBs(dio)TMP][OTf] as the catalyst. Moreover, the distance of C1⋯C5 to construct the indane ring is shorter and more readily to occur via cyclization path in [BsPy][OTf]‐catalyzed system compared with that of [MeBs(dio)TMP][OTf].","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"38 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144237110","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

Visible‐light‐Mediated Dual Catalytic Spiro Annulation of 2‐Aryl Quinazolin‐4(3H)‐ones with N‐Substituted Maleimides 可见光介导的2 -芳基喹唑啉- 4(3H) -酮与N -取代马来酰亚胺的双催化螺旋环反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ejoc.202500462

Amol B. Kirwale, Rajesh T. Bhawale, Umesh A. Kshirsagar

引用次数: 0

A New Homogeneous Catalyst for the Synthesis of 3,3′‐bis(indolyl)methanes (BIMs): Collective Synthesis of Arundine, Turbomycin B, Arsindoline A and Tris(1H‐indol‐3‐yl)methane* 合成3,3′-双吲哚基甲烷（BIMs）的新型均相催化剂：Arundine， Turbomycin B， Arsindoline A和Tris（1H -吲哚- 3 -基）甲烷的集体合成*

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ejoc.202500396

Chibisree Elanchezhian, Diksha Bansal, Ghanashyam Sivaprasad, Mrinal Kanti Das, Saikat Chaudhuri

引用次数: 0

Visible‐Light‐Induced Singlet‐Oxygen‐Mediated Synthesis of Substituted Benzo[c]chromeno[4,3,2‐gh]phenanthridines 可见光诱导单线态氧介导取代苯并[c]色[4,3,2 - gh]菲咯啉的合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ejoc.202500473

Mukesh Kumar, Sabina Yashmin, Diptajit Kumar Das, Kalishankar Bhattacharyya, Abu Taleb Khan

{"title":"Visible‐Light‐Induced Singlet‐Oxygen‐Mediated Synthesis of Substituted Benzo[c]chromeno[4,3,2‐gh]phenanthridines","authors":"Mukesh Kumar, Sabina Yashmin, Diptajit Kumar Das, Kalishankar Bhattacharyya, Abu Taleb Khan","doi":"10.1002/ejoc.202500473","DOIUrl":"https://doi.org/10.1002/ejoc.202500473","url":null,"abstract":"Visible‐light‐promoted environmentally benign synthesis of various 9‐alkylbenzo[c]chromeno[4,3,2‐gh]phenanthridine derivatives in the presence of 5 mol % disodium salt of eosin Y (EY) as photocatalyst is reported from 2‐(7,8,9,10‐tetrahydrobenzo[c]phe‐nanthridin‐6‐yl) phenol derivatives, which were prepared through a three‐component reaction. In the present protocol, EY photosensitized singlet oxygen (¹O₂) promotes intramolecular cyclization through an oxidative hetero cross‐coupling reaction, followed by aromatization to provide the final product in a single step, which has not been reported earlier. The mechanism of the reaction was established through DFT calculation and by trapping of the oxygen radical intermediate A with BHT, which was confirmed through 1H, 13C NMR spectra and HRMS. This process forms the highly fused hexacyclic heteroaromatics without requiring any metal catalyst or dehydrogenating agent. This intramolecular photocyclization, through the triplet energy transfer (EnT) process, is a fascinating example of the oxidative coupling reaction via distal sp3‐C‐H.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"34 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144237108","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