European Journal of Organic Chemistry最新文献

Front Cover: A Mild and Efficient Synthesis of Functionalized 2-Fluorobenzamides from 1,2,3-Benzotriazinones via Denitrogenative Fluorination Reactions under Thermal/Visible Light Conditions (Eur. J. Org. Chem. 28/2025) 封面：在热/可见光条件下通过脱氮氟化反应由1,2,3-苯并三嗪酮温和高效地合成功能化的2-氟苯酰胺(Eur。j . Org。化学28/2025)

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-29 DOI: 10.1002/ejoc.70032

Sachu Kuriakose, Ravindra Sundaresan, Jeyakumar Kandasamy

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Nucleophilic Substitution of Alkyl Halides with Secondary Phosphine Oxides under Solvent‐Free Conditions for the Synthesis of Tertiary Phosphine Oxides 在无溶剂条件下，烷基卤化物与仲膦氧化物的亲核取代合成叔膦氧化物

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500229

Yuying Chen, Xiaoyu Yan, Jing Yu, Yingying Su, Zheng Liu, Mengcheng Zhang, Xiantao Ma

引用次数: 0

Visible‐Light‐Promoted Willgerodt–Kindler‐Type Thioamidation Reaction of Amines, α‐Ketoacids, and Elemental Sulfur 可见光促进了胺、α -酮酸和单质硫的Willgerodt-Kindler型硫胺化反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500708

Jigang Gao, Taimin Wang, Peng Li, Yun Luo, Lijing Fang, Hongbin Zhai, Jinlin Wang, Bin Cheng

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Multistep Reactions Initiated by Amine‐Based Organometallic Methods 胺基有机金属方法引发的多步反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500607

Victoria D. Ho, Olutayo N. Farinde, Kendra K. Shrestha, Michael C. Young

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Palladium‐Catalyzed Cross‐Electrophile Coupling: A Strategy for CC Bond Formation between Two Electrophiles 钯催化的交叉亲电偶联：两个亲电试剂之间形成C - _ - C键的策略

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500507

Ankita Regar, Rashmi Verma, Krishna Kher, Prabhat Kumar Baroliya

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Synthesis of 2‐Fluoropyrroles via [4 + 1] Cycloaddition of α,β‐Unsaturated Imines with In Situ‐Generated Difluorocarbene α，β -不饱和亚胺与原位生成的二氟苯[4 + 1]环加成合成2 -氟吡咯

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500586

Kohei Fuchibe, Takaya Miura, Junji Ichikawa

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Photocatalytic Decarboxylation of Carboxylic Acids by Iron Catalysis for the Construction of C(sp3)O Bonds under Visible Light 可见光下C(sp3) _ (O)键的光催化羧酸脱羧

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-28 DOI: 10.1002/ejoc.202500579

Zhiyang Ma, Liang Zhang, Jinglan Wen, Yahao Huang, Peng Hu

引用次数: 0

Visible‐Light‐Induced α‐C(sp3)‐H Alkylation of 1,3,4‐Oxadiazoles via 1,2‐Hydrogen Atom Transfer 可见光诱导1,2 -氢原子转移1,3,4 -恶二唑的α - C(sp3) - H烷基化反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-26 DOI: 10.1002/ejoc.202500605

Yafei Zhu, Dongqin He, Hui Sun, Mi Wang, Cuimei Zhang, Jian Chen, Guanghui Lv, Yong Wu

引用次数: 0

Front Cover: Streamlining Vorinostat Synthesis: A Chemoenzymatic Continuous Flow Approach (Eur. J. Org. Chem. 27/2025) 前封面：流线型伏立诺他合成：化学酶连续流动方法（欧洲）。j . Org。化学27/2025)

IF 2.5 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-26 DOI: 10.1002/ejoc.202582701

Francesca Annunziata, Lucia Tamborini, Andrea Pinto, Michail S. Christodoulou, Sabrina Dallavalle, Salvatore Princiotto, Martina L. Contente

{"title":"Front Cover: Streamlining Vorinostat Synthesis: A Chemoenzymatic Continuous Flow Approach (Eur. J. Org. Chem. 27/2025)","authors":"Francesca Annunziata, Lucia Tamborini, Andrea Pinto, Michail S. Christodoulou, Sabrina Dallavalle, Salvatore Princiotto, Martina L. Contente","doi":"10.1002/ejoc.202582701","DOIUrl":"https://doi.org/10.1002/ejoc.202582701","url":null,"abstract":"The Front Cover shows suberanoyl hydroxamic acid (SAHA), also known as vorinostat, a histone deacetylase (HDAC) inhibitor approved by the FDA for the treatment of patients with cutaneous T-cell lymphoma. To date, most of the developed synthetic approaches require halogenated solvents, as well as work-up and purification steps to isolate the desired hydroxamic acid. In their Research Article (DOI: 10.1002/ejoc.202500178), S. Princiotto and co-workers describe a new chemo-enzymatic preparation that employs more eco-friendly solvents and avoids tedious and expensive purification procedures. The synthesis was optimized under continuous-flow conditions, starting from suberanoyl acid (first train). Reaction with O-tetrahydropyranyl hydroxylamine (NH2OTHP, boarding platform) is biocatalyzed by CaLB lipase (tunnel). The drop-off point represents the acidic resin responsible for acetal cleavage, that is, deprotection of the O-THP moiety. Pure vorinostat arrives at the final station (VORINOSTATION) 4 hours after boarding without any intermediate stops.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture>\u0000 </div>\u0000 </figure>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 27","pages":""},"PeriodicalIF":2.5,"publicationDate":"2025-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202582701","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144705153","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis of Long‐Chain Dimethylalkyl Methyl Ethers, Important Components of the Epicuticular Wax of Spiders 蜘蛛表皮蜡重要成分长链二甲基烷基甲醚的合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-07-26 DOI: 10.1002/ejoc.202500416

Moritz Gerbaulet, Tatsuya Kiuchi, Stefan Schulz

{"title":"Synthesis of Long‐Chain Dimethylalkyl Methyl Ethers, Important Components of the Epicuticular Wax of Spiders","authors":"Moritz Gerbaulet, Tatsuya Kiuchi, Stefan Schulz","doi":"10.1002/ejoc.202500416","DOIUrl":"https://doi.org/10.1002/ejoc.202500416","url":null,"abstract":"Long‐chain methyl‐branched alkyl methyl ethers are essential constituents of the cuticle of many spiders, regulating water balance and transporting chemical signals used in species recognition. The synthesis of such compounds, or related hydrocarbons found in insects, is usually time‐consuming and not very efficient, mainly due to the long alkyl chains involved. Herein, new strategies for synthesizing such compounds are evaluated. Negishi sp2–sp3 coupling reactions are first investigated and proceed with yields of 50–70%, even with very long alkyl chains. However, such approaches require the synthesis of vinyl iodides, adding additional steps. While the methyl branches are created early in these syntheses, a late introduction strategy proves more favorable. To facilitate this, chain construction is achieved through the addition of an alkynyl anion to aldehydes, resulting in internal propargyl alcohols that serve as substrates for nucleophilic methylation. Iron‐catalyzed methyl Grignard addition yields methylallyl alcohols, which are subsequently converted into the target compounds through hydrogenation and alcohol defunctionalization. Although this approach is successful for compounds with medium chain length, it fails for very long compounds. Instead, allene formation by nucleophilic addition of the methyl group to propargyl mesylates, followed by hydrogenation, gives good yields and clean target ethers.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"31 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144710697","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