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
A Concave Mirror Photoreactor Design for Visible‐Light Photocatalysis 一种用于可见光光催化的凹面镜光反应器设计
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500568
Marko Slijepcevic , Milica Plazinic , Filip Bihelovic , Bojan Vulovic
{"title":"A Concave Mirror Photoreactor Design for Visible‐Light Photocatalysis","authors":"Marko Slijepcevic ,&nbsp;Milica Plazinic ,&nbsp;Filip Bihelovic ,&nbsp;Bojan Vulovic","doi":"10.1002/ejoc.202500568","DOIUrl":"10.1002/ejoc.202500568","url":null,"abstract":"<div><div>A novel photoreactor design for enhanced reaction efficiency and reproducibility is disclosed. The performance of the new setup with a spherical mirror‐like architecture is evaluated through six versatile visible‐light‐driven transformations reported in the literature. Inexpensive, modular, and adaptable, photoreactor enables an increase in optical power and provides significant acceleration of photocatalytic reactions in all cases. Parallel experiments as well as small‐scale chemistry are also examined.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500568"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145128906","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
Transition Metal‐Free Carboxylation of Aryl Boronates in Supercritical CO2 过渡-无金属硼酸芳基在超临界CO2中的羧基化
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500290
Jun Odake , Naoyuki Toriumi , Masanobu Uchiyama
{"title":"Transition Metal‐Free Carboxylation of Aryl Boronates in Supercritical CO2","authors":"Jun Odake ,&nbsp;Naoyuki Toriumi ,&nbsp;Masanobu Uchiyama","doi":"10.1002/ejoc.202500290","DOIUrl":"10.1002/ejoc.202500290","url":null,"abstract":"<div><div>Carboxylation using stable and abundant CO<sub>2</sub> as a carbon source is an attractive option in synthetic organic chemistry if the use of highly reactive organometals or toxic and expensive transition metals can be avoided. Herein a transition metal‐free direct carboxylation of aryl trialkoxyboronates in supercritical CO<sub>2</sub> (scCO<sub>2</sub>), promoted by a catalytic amount of ZnO, is reported. The use of cage‐shaped trialkoxyboronates, which are both nucleophilic and soluble in scCO<sub>2</sub>, is the key to this reaction. density functional theory calculations indicate that the high pressure and high temperature of scCO<sub>2</sub> with the ZnO catalyst compensate for the high activation energy of direct carboxylation of the boronates.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500290"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144104023","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
Exploring the Chemical Reactivity of Triisopropylsilyl Dialkynylmethanol for the Synthesis of Dialkynylcarbinol‐Related Compounds 探索三异丙基硅基二炔基甲醇合成二炔基甲醇相关化合物的化学反应性
IF 2.8 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500762
Maria Vieira de Brito, François‐Xavier Toublet, Margaux Bossuat, Dalila Maria Barbosa Davi, Diana Kelly Almeida, Thiago de Sousa Fonseca, Fátima Miranda Nunes, Marcos Carlos de Mattos, Maëlle Caroff, Sébastien Britton, Stéphanie Ballereau, Valérie Maraval, Maria Conceição Ferreira Oliveira, Yves Génisson, Vania Bernardes‐Génisson
{"title":"Exploring the Chemical Reactivity of Triisopropylsilyl Dialkynylmethanol for the Synthesis of Dialkynylcarbinol‐Related Compounds","authors":"Maria Vieira de Brito, François‐Xavier Toublet, Margaux Bossuat, Dalila Maria Barbosa Davi, Diana Kelly Almeida, Thiago de Sousa Fonseca, Fátima Miranda Nunes, Marcos Carlos de Mattos, Maëlle Caroff, Sébastien Britton, Stéphanie Ballereau, Valérie Maraval, Maria Conceição Ferreira Oliveira, Yves Génisson, Vania Bernardes‐Génisson","doi":"10.1002/ejoc.202500762","DOIUrl":"https://doi.org/10.1002/ejoc.202500762","url":null,"abstract":"Prompted by the pharmacological relevance of lipidic alkynylcarbinols, 1‐(triisopropylsilyl)penta‐1,4‐diyn‐3‐ol is exploited as a versatile C5 organic framework. Selective functionalization of this dissymmetrical dialkynylcarbinol precursor is achieved via the creation of either a Csp–Csp (alkyne), a Csp–Csp<jats:sup>2</jats:sup> (alkene and aryl), or a Csp–Csp<jats:sup>3</jats:sup> (RCHOH) bond. A novel series of racemic HSD17B11‐bioactivated procytotoxic acetylenic lipids is accessed that revealed, amongst the most potent to date, with IC<jats:sub>50</jats:sub> down to 27 nM on osteosarcoma U2OS cells. Click‐type 1,3‐dipolar cycloadditions, such as a copper‐catalyzed reaction with a long‐chain alkyl azide (CuAAC) and a base‐promoted reaction with a lipidic nitrile oxide, are first described in a racemic version. Preparation of both enantiomers of 1‐(triisopropylsilyl)penta‐1,4‐diyn‐3‐ol through kinetic enzymatic resolution with CAL‐B immobilized on acrylic resin is carefully optimized. Finally, the use of resolved samples in 1,3‐dipolar cycloaddition reactions leads to the enantioenriched cycloadducts without significant epimerization of the carbinol center.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"30 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145116673","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
Hypervalent Iodine Reagent‐Promoted Alkoxylation of Indole Derivatives: Synthesis of 3,3‐Disubstituted Oxindoles 高价碘试剂促进吲哚衍生物烷氧基化：3,3 -二取代吲哚的合成
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500636
Shan‐Shan Zhang , Muzi Li , Qing Gu , Shu‐Li You
{"title":"Hypervalent Iodine Reagent‐Promoted Alkoxylation of Indole Derivatives: Synthesis of 3,3‐Disubstituted Oxindoles","authors":"Shan‐Shan Zhang ,&nbsp;Muzi Li ,&nbsp;Qing Gu ,&nbsp;Shu‐Li You","doi":"10.1002/ejoc.202500636","DOIUrl":"10.1002/ejoc.202500636","url":null,"abstract":"<div><div>A catalyst‐free intermolecular dearomatization reaction of indoles with hypervalent‐iodine‐based nitrooxylating reagent is reported. Various alkoxyated 3,3‐disubstituted oxindoles bearing a quaternary carbon stereogenic center are obtained in good to excellent yields (up to 92%) under mild conditions. Meanwhile, the obtained products can undergo a variety of transformations smoothly, including Sonogashira coupling reaction, Suzuki coupling reaction, and demethylation reaction mediated by BBr<sub>3</sub>. In addition, natural product (±)‐convolutamydine A is synthesized by employing this method as the key step, showcasing the synthetic potential of the current method.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500636"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144792807","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
Manganese‐Catalyzed Multicomponent Reactions for Organic Synthesis—Emerging Trends 锰催化有机合成的多组分反应-新趋势
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500484
Kumar Aravindraj , Venkatesan Narasimman , Gunabalan Madhumitha , Selvaraj Mohana Roopan
{"title":"Manganese‐Catalyzed Multicomponent Reactions for Organic Synthesis—Emerging Trends","authors":"Kumar Aravindraj ,&nbsp;Venkatesan Narasimman ,&nbsp;Gunabalan Madhumitha ,&nbsp;Selvaraj Mohana Roopan","doi":"10.1002/ejoc.202500484","DOIUrl":"10.1002/ejoc.202500484","url":null,"abstract":"<div><div>Manganese‐catalyzed organic reactions have received attention in recent years owing to their availability, affordability, low toxicity, and environmental sustainability. These catalysts are highly effective in generating novel compounds and are applicable in heterocyclic chemistry, particularly in the synthesis of biologically important nitrogen heterocycles. Recent developments in manganese oxide‐based catalysts have demonstrated their remarkable efficacy, durability, and sustainability in the production of important classes of organic compounds. This review covers literature from the last 5 years, highlighting the role of manganese in multicomponent reactions for the synthesis of diverse heterocyclic compounds. Finally, a summary and outlook of this exciting area of research are presented.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500484"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144701697","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
Copper‐Catalyzed Constructions of 4‐(2‐Arylhydrazono) isochroman‐3‐imines from 4‐Diazoisochroman‐3‐imines and Arylboronic Acids 铜催化从4 -重氮异染色质- 3 -亚胺和芳基硼酸合成4 -（2 -芳基腙）异染色质- 3 -亚胺
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500246
Junrong Chen , Minghui Qi , Ping Lu , Yanguang Wang
{"title":"Copper‐Catalyzed Constructions of 4‐(2‐Arylhydrazono) isochroman‐3‐imines from 4‐Diazoisochroman‐3‐imines and Arylboronic Acids","authors":"Junrong Chen ,&nbsp;Minghui Qi ,&nbsp;Ping Lu ,&nbsp;Yanguang Wang","doi":"10.1002/ejoc.202500246","DOIUrl":"10.1002/ejoc.202500246","url":null,"abstract":"<div><div>A novel copper‐catalyzed reaction of 4‐diazoisochroman‐3‐imines and arylboronic acids is reported. This transformation efficiently yields 4‐(2‐aryl)hydrazono)isochroman‐3‐imines under mild reaction conditions, showcasing excellent substrate scope and functional group tolerance. Additionally, the versatility of this approach extends to other cyclic diazo compounds, broadening its applicability.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500246"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144669751","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
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 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500507
Ankita Regar , Rashmi Verma , Krishna Kher , Prabhat Kumar Baroliya
{"title":"Palladium‐Catalyzed Cross‐Electrophile Coupling: A Strategy for CC Bond Formation between Two Electrophiles","authors":"Ankita Regar ,&nbsp;Rashmi Verma ,&nbsp;Krishna Kher ,&nbsp;Prabhat Kumar Baroliya","doi":"10.1002/ejoc.202500507","DOIUrl":"10.1002/ejoc.202500507","url":null,"abstract":"<div><div>Palladium‐catalyzed cross‐electrophile coupling (XEC) has emerged as a powerful strategy for selectively forming carbon–carbon and carbon–heteroatom bonds from two distinct electrophiles. This approach eliminates the need for preformed organometallic reagents by utilizing in situ reduction to generate reactive intermediates under mild conditions while enhancing functional group tolerance. This review provides a comprehensive overview of recent advances in palladium‐catalyzed XEC transformations, highlighting novel strategies, mechanistic insights, ligand and catalyst design, substrate scope, and synthetic applications. Additionally, current challenges and future directions in this fast‐progressing field, aiming to inspire further innovation in sustainable catalysis are discussed.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500507"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144715653","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
Nucleophilic Trifluoromethoxylation of Benzyl Bromides via Carbonyl Diimidazole 羰基二咪唑催化溴化苄基的亲核三氟甲氧基化
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500529
Ziyue Zhu , Yijie Xu , Samantha Kyriazakos , G. K. Surya Prakash
{"title":"Nucleophilic Trifluoromethoxylation of Benzyl Bromides via Carbonyl Diimidazole","authors":"Ziyue Zhu ,&nbsp;Yijie Xu ,&nbsp;Samantha Kyriazakos ,&nbsp;G. K. Surya Prakash","doi":"10.1002/ejoc.202500529","DOIUrl":"10.1002/ejoc.202500529","url":null,"abstract":"<div><div>An operationally simple nucleophilic trifluoromethoxylation protocol via an inexpensive, commercially available and bench stable reagent, carbonyl diimidazole and AgF is presented. Mechanistic studies are performed to reveal that this method does not proceed through the conventional trifluoromethoxide anion pathway that generates toxic difluorophosgene as an intermediate.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500529"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144763388","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
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 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500579
Zhiyang Ma , Liang Zhang , Jinglan Wen , Yahao Huang , Peng Hu
{"title":"Photocatalytic Decarboxylation of Carboxylic Acids by Iron Catalysis for the Construction of C(sp3)O Bonds under Visible Light","authors":"Zhiyang Ma ,&nbsp;Liang Zhang ,&nbsp;Jinglan Wen ,&nbsp;Yahao Huang ,&nbsp;Peng Hu","doi":"10.1002/ejoc.202500579","DOIUrl":"10.1002/ejoc.202500579","url":null,"abstract":"<div><div>The facile construction of C(sp<sup>3</sup>)O bonds holds significant importance in organic synthesis. Herein, a visible‐light‐driven iron‐catalyzed decarboxylation of alkyl carboxylic acids is reported, enabling C(sp<sup>3</sup>)O bond formation through the trapping of generated alkyl radicals with TEMPO. This method is characterized by its low cost, broad substrate compatibility, and operational simplicity. Not only does it provides an efficient approach to C(sp<sup>3</sup>)O bond construction, but also it demonstrates potential applications in synthetic chemistry through subsequent modifications of TEMPO derivatives.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500579"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144715651","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 Organoboron‐Catalyzed Regio‐ and Stereoselective Glycosylation 有机硼催化区域糖基化和立体选择性糖基化研究进展
IF 2.7 3区 化学
European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500552
Ariza Khanam , Anas Ansari , Pintu Kumar Mandal
{"title":"Advances in Organoboron‐Catalyzed Regio‐ and Stereoselective Glycosylation","authors":"Ariza Khanam ,&nbsp;Anas Ansari ,&nbsp;Pintu Kumar Mandal","doi":"10.1002/ejoc.202500552","DOIUrl":"10.1002/ejoc.202500552","url":null,"abstract":"<div><div>The efficient and stereoselective formation of glycosidic bonds remains a long‐standing challenge in carbohydrate chemistry, particularly in the synthesis of complex glycans, while conventional chemical methods often involve metal‐based catalysts and require harsh reaction conditions, which result in reduced chemo‐, stereo‐, and sometimes regiocontrol, particularly as chemical complexity in the substrates increases. In recent decades, organocatalysis has been a revolutionary approach, which offers sustainable and selective glycosylation strategies. Among the various organocatalysts explored, organoborons have demonstrated exceptional promise as mild and versatile activators of glycosylation reactions and for controlling the regioselectivity and stereoselectivity. This review highlights the recent advances in the use of boron‐based organocatalysts, specifically organoboranes and boronic acids, in glycosylation reactions. Herein, the focus is placed on their mechanistic roles as Lewis acids, their interactions with hydroxyl‐containing substrates, and their ability to modulate regioselectivity and stereoselectivity. Key contributions of boronic acids and organoboranes in promoting 1,2‐<em>cis</em> and 1,2‐<em>trans</em> glycosidic linkages, activating various classes of glycosyl donors, and enabling regio‐ and stereoselective transformations under mild conditions are critically examined. It is divided into two main sections: the first part focuses on the highly Lewis‐acidic borane B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> catalyzed glycosylation, and the second part discusses RB(OH)<sub>2</sub>‐based glycosylation and its potential for future research.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500552"},"PeriodicalIF":2.7,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144755999","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
首页 上一页 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