European Journal of Organic Chemistry最新文献_第8页

c-Met/DDR1 Dual-Target Tyrosine Kinase Inhibitor Featuring an Imidazo[1,2-A]pyridine Core c‐Met/DDR1双靶点酪氨酸激酶抑制剂，具有咪唑[1,2‐A]吡啶核心

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-10-01 Epub Date: 2026-08-23 DOI: 10.1002/ejoc.70796

Jiaji Zhao, Wei Xu, Yanshuang Lin, Jiapeng Sun, Hua Cao

引用次数: 0

Strategic Formation of Indoles Using Phenyl Hydrazine as a Key Reagent 以苯肼为关键试剂的吲哚合成研究

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70878

Amit Kumar Verma, Anuj Yadav, Devendra Singh Negi, Surendra Puri

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Efficient Synthesis of Cannabinoid Acids 大麻素酸的高效合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70860

Ryosuke Arai, Hikari Nishiguchi, Kayo Nakamura, Hiroko Abe, Akihiko Ishida, Manabu Tokeshi, Kyohei Higashi, Akiyoshi Saitoh, Hideyo Takahashi

{"title":"Efficient Synthesis of Cannabinoid Acids","authors":"Ryosuke Arai, Hikari Nishiguchi, Kayo Nakamura, Hiroko Abe, Akihiko Ishida, Manabu Tokeshi, Kyohei Higashi, Akiyoshi Saitoh, Hideyo Takahashi","doi":"10.1002/ejoc.70860","DOIUrl":"https://doi.org/10.1002/ejoc.70860","url":null,"abstract":"Cannabinoid acids are the carboxylic acid precursors of cannabinoids, which are present in high abundance in fresh cannabis plants. During heating and storage, cannabinoid acids undergo decarboxylation to produce the corresponding cannabinoids. Cannabinoid acids have been prepared through the reaction of cannabinoids with methyl magnesium carbonate (MMC); however, this method has a limited substrate scope, and Δ 9 ‐tetrahydrocannabinolic acid cannot be produced using this approach. In this study, an alternative synthesis of cannabinoid acids was developed based on an O → C acyl rearrangement. Specifically, this strategy involved regioselective bromination followed by halogen–lithium exchange and intramolecular nucleophilic addition, which led to successful carboxylation. The key reaction was identified as a regioselective bromination using cyclopentyl methyl ether as the optimal solvent, affording the 2‐brominated product in high yield. This rearrangement strategy enabled the efficient synthesis of cannabinoid acids from cannabinoids.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"36 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149085942","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

Photochemical Synthesis of Dihydropyrido[1,2‐ a :3,4‐ b ′]diindole Derivatives 二氢吡啶[1,2‐a:3,4‐b ']二吲哚衍生物的光化学合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70882

Kai‐Rong Chen, Yin‐Jiu Zhao, Shuang Chen, Jun‐Nan Xu, Qin Ma, Yan‐Chuan Gong, Jie Zhang, Liang Guo

{"title":"Photochemical Synthesis of Dihydropyrido[1,2‐ a :3,4‐ b ′]diindole Derivatives","authors":"Kai‐Rong Chen, Yin‐Jiu Zhao, Shuang Chen, Jun‐Nan Xu, Qin Ma, Yan‐Chuan Gong, Jie Zhang, Liang Guo","doi":"10.1002/ejoc.70882","DOIUrl":"https://doi.org/10.1002/ejoc.70882","url":null,"abstract":"Herein, we report a photochemical method for the intramolecular cyclization of N‐(substituted benzoyl)‐1‐substituted‐1,2,3,4‐tetrahydro‐β‐carbolines. This transformation relies on photoexcitation of the substrate itself in the absence of external photocatalysts, with catalytic p ‐toluenesulfonic acid (PTSA) facilitating the cyclization process. This reaction provides a straightforward and practical approach for the synthesis of dihydro‐pyrido[1,2‐ a :3,4‐ b ′]diindoles. We investigate the substrate scope by varying substituents at the R 2 and R 9 positions of the starting materials. A variety of dihydro‐pyrido[1,2‐ a :3,4‐ b ′]diindoles were successfully synthesized in moderate to excellent yields (up to 84%). Substrates bearing alkyl, aryl, polysubstituted, and fused‐ring moieties are well tolerated. Furthermore, the synthetic practicability of this protocol is validated by a gram‐scale reaction.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"5 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149085938","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

Advances in NN Bond Formation: Mechanistic Diversity and Emerging Catalytic Strategies 氮-氮键形成的研究进展：机制多样性和新兴的催化策略

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70839

Subhajit Chakraborty, Afsana Pervin, Nanda D. Paul

引用次数: 0

[Metal–(Nitrogen and/or OxygenPhosphorus‐Based Ligand)]‐Catalyzed Asymmetric Hydrogenation of β‐Amido β‐Substituted Acrylic Esters and Phosphoro Analogs: A Practical Literature Overview [金属-（氮-和/或氧-磷-基配体）]-催化β -氨基β -取代丙烯酸酯和磷类似物的不对称氢化：实用文献综述

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70565

Marko Jeran, Arnald Grabulosa, Barbara Mohar, Michel Stephan

引用次数: 0

Modifying Catalytic Sustainability in Renaud Catalysts: Hints From Aromaticity, Conceptual DFT, and Steric Mapping 雷诺催化剂的可持续性：来自芳香性、概念DFT和立体映射的提示

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-30 DOI: 10.1002/ejoc.70845

Carles Alcaide, Clara Mauclaire, Muhammad Ehtisham, Sílvia Simon, Sylvain Gaillard, Jean Luc Renaud, Albert Poater

{"title":"Modifying Catalytic Sustainability in Renaud Catalysts: Hints From Aromaticity, Conceptual DFT, and Steric Mapping","authors":"Carles Alcaide, Clara Mauclaire, Muhammad Ehtisham, Sílvia Simon, Sylvain Gaillard, Jean Luc Renaud, Albert Poater","doi":"10.1002/ejoc.70845","DOIUrl":"https://doi.org/10.1002/ejoc.70845","url":null,"abstract":"Catalytic hydrogenation is a key transformation in the chemical and pharmaceutical industries, traditionally relying on noble‐metal catalysts such as palladium, ruthenium, and iridium. However, the scarcity, high cost, and environmental concerns associated with these metals have motivated the search for sustainable alternatives based on abundant first‐row transition metals. Among them, Knölker‐type iron complexes have emerged as promising candidates for efficient hydrogenation catalysis. This predictive study investigates how structural modifications of the cyclopentadienone ligand of the Renaud ligand and annulated‐ring framework affect the catalytic activity of iron‐based hydrogenation catalysts. Particular attention is devoted to the catalyst activation process and the rate‐determining hydrogenation step. Catalyst activation occurs through CO ligand dissociation promoted by trimethylamine‐N‐oxide, generating the active iron species. The hydrogenation step, involving molecular hydrogen transfer, represents the highest energetic barrier in the catalytic cycle, although protic solvents such as ethanol or water can facilitate this process. The computational results demonstrate that appropriate substituent and ring modifications substantially lower the activation barriers, leading to improved catalytic efficiency. Parameterization by different techniques was performed to understand reactivity trends and interaction patterns.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"6 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149085939","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

Synthesis of Symmetrical Secondary Amines From Aqueous Ammonia and Primary Alcohols Catalyzed by an Iridium Complex 铱配合物催化氨和伯醇合成对称仲胺的研究

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-29 DOI: 10.1002/ejoc.70862

Jing Lyu, Ken‐ichi Fujita

引用次数: 0

Tandem Synthesis and Photophysical Behavior of Pyrazolo[3,4‐ h ][1,6]naphthyridines: A Theoretical–Experimental Approach 吡唑啉[3,4 - h][1,6]萘啶的串联合成及其光物理行为：理论-实验方法

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-28 DOI: 10.1002/ejoc.70874

Carlos Cifuentes, Alexander Ladino‐Bejarano, Cristian Rivera‐Moyano, Jaime Portilla

{"title":"Tandem Synthesis and Photophysical Behavior of Pyrazolo[3,4‐ h ][1,6]naphthyridines: A Theoretical–Experimental Approach","authors":"Carlos Cifuentes, Alexander Ladino‐Bejarano, Cristian Rivera‐Moyano, Jaime Portilla","doi":"10.1002/ejoc.70874","DOIUrl":"https://doi.org/10.1002/ejoc.70874","url":null,"abstract":"A microwave‐assisted tandem synthesis of pyrazolo[3,4‐ h ][1,6]naphthyridines bearing substituents with diverse stereoelectronic character (i.e., alkyl, aryl, CN, and MeO) is reported. Products were obtained in good yields by reacting 5‐aroyl‐pyrazolo[3,4‐ b ]pyridines with malononitrile in methanol, where the expected Knoevenagel reaction does not proceed. Instead, a solvent molecule drives a tandem reaction that affords three tricyclic N ‐heteroaromatic compounds. Their molecular architecture prompted us to explore their photophysics, including solvatofluorochromism and aggregation properties. The 4‐methoxyphenyl‐substituted derivative exhibited the best behavior ( ɸ F up to 62%, with up to 80% water tolerance) due to intramolecular charge transfer within the π ‐extended tricyclic core; this process is notably attenuated or enhanced by the aryl substituent. Density functional theory calculations were used to interpret the experimental results, establish a mechanism for product formation, and correlate the structural and spectroscopic properties of the three synthesized tricyclic compounds.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"296 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149085995","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 Driven Decarboxylative Fluorination of α‐Ketoacids 电化学驱动的α‐酮酸脱羧氟化

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-09-28 DOI: 10.1002/ejoc.70877

Mengjiao Yang, Hao Xie, Duanyang Kong

引用次数: 0