European Journal of Organic Chemistry最新文献_第10页

Transition‐Metal‐Catalyzed Construction of Axially Chiral Carbonyl Compounds 过渡金属催化构建轴向手性羰基化合物

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ejoc.202400995

Yu Yan, Min Pan, Jialin Ming, Jun-Ping Yue, Xiao-Wang Chen, Yong-Yuan Gui, Da-Gang Yu

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The Catalytic Synthesis of α-Bromo Aryl Acetic Acids by Late-Stage Bromination 通过后期溴化催化合成α-溴芳基乙酸

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ejoc.202400962

Junyu Wang, Xin Wu, Beining Wang, Xiangyang Yuan, Shengnan Yang, Haipeng Hu

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Silyl Radical-Participated Silylfunctionalization of Alkenes and Alkynes 硅烷自由基参与的烯烃和炔烃硅烷官能化反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-31 DOI: 10.1002/ejoc.202401018

Yang Zheng, Yi-Jie Zhu, Yi-Nan Zhang, Fei Chen

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Organocatalytic Atroposelective C‐H Amination of Arenes with Indolines 烯与吲哚啉的有机催化无反选择性 C-H 氨基化反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-31 DOI: 10.1002/ejoc.202401070

Jiangtao Sun, Tiantian Wang, Shaoran An

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Tunable and selective transformation of aromatic thioether enabled by regulating active species under visible light irradiation 在可见光照射下通过调节活性物种实现芳香族硫醚的可调谐和选择性转化

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/ejoc.202401092

Meng-Ze Jia, Bin Tan, Yun-Rui Chen, Jia-Qi Pan, Shi-Kai Yu, Ling Xin, Jie Zhang

{"title":"Tunable and selective transformation of aromatic thioether enabled by regulating active species under visible light irradiation","authors":"Meng-Ze Jia, Bin Tan, Yun-Rui Chen, Jia-Qi Pan, Shi-Kai Yu, Ling Xin, Jie Zhang","doi":"10.1002/ejoc.202401092","DOIUrl":"https://doi.org/10.1002/ejoc.202401092","url":null,"abstract":"Through effective regulation of active species in photocatalytic process, the oxidation or C(sp3)-S bond cleavage upgrading of widespread aryl alkyl sulfides under mild conditions was successfully achieved by using a pyridinium photocatalyst. Benefiting from the excellent redox ability of the photocatalyst, the electron transfer between the pyridinium molecule and the substrate, molecular oxygen, or counter-anion effectively promotes the conversion and upgrading of the substrate thioether. Among them, the efficient generation of reactive oxygen species (ROS) enables the highly selective oxidation of sulfides to sulfoxides under visible light and air atmosphere. More importantly, the chlorine radical (Cl•) generated by electron transfer, reported for the first time, contributes to the cleavage of C(sp3)-S bonds, achieving the transformation of aryl alkyl sulfides to disulfides. By harnessing the superior photocatalytic ability of pyridinium molecules, this work not only achieves the highly selective conversion of thioether by taming the active species in the photocatalytic process, but also sheds light on the untapped potential of chlorine radicals in the field of C(sp3)-S bond activation and cleavage.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"10 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142541981","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-Mediated Decarboxylative Trifluoromethylselenolation of Alkynyl Carboxylic Acids with [Me4N][SeCF3] 铜介导的炔基羧酸与[Me4N][SeCF3]的三氟甲基硒化脱羧反应

IF 2.5 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/ejoc.202400851

Xue Ding, Yu-Fei Yao, Jiang-Yu Li, Prof. Cheng-Pan Zhang

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Diazo-Based Construction of Heterocyclic Systems Via a X−H Insertion/Cyclization Cascade 通过 X-H 插入/环化级联构建基于重氮的杂环系统

IF 2.5 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/ejoc.202400909

Ksenia Malkova, Prof. Dr. Dmitry Dar'in

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Construction of Spiro Systems from Tetrathiafulvalene Derivatives by a Pinacol-like Rearrangement 通过类频哪醇重排从四噻吩甲醛衍生物构建螺系统

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/ejoc.202401071

Jie Wang, Shangxi Zhang, Hui Zhang, Yuanyuan Zheng, Lina Liang, Lei Liu

{"title":"Construction of Spiro Systems from Tetrathiafulvalene Derivatives by a Pinacol-like Rearrangement","authors":"Jie Wang, Shangxi Zhang, Hui Zhang, Yuanyuan Zheng, Lina Liang, Lei Liu","doi":"10.1002/ejoc.202401071","DOIUrl":"https://doi.org/10.1002/ejoc.202401071","url":null,"abstract":"An efficient and generalized pinacol-like rearrangement of tetrathiafulvalene (TTF) derivatives has been achieved using 2, 2, 6, 6-tetramethylpiperidine oxide (TEMPO) as a key reagent, in place of a traditional metal catalyst. Examination of numerous TTF derivatives demonstrates the reaction's exceptional tolerance to a variety of substituents, achieving an overall yield of up to 97%. The optimization of reaction conditions and evaluation of reaction applicability were achieved by varying factors such as the redox potential (E11/2) of the substrate molecule, substituent type, substituent position, number of substituents, and structural symmetry. Additionally, the reaction mechanism was explored using isotopic labeling, real-time monitoring UV-Vis absorption spectroscopy, and X-ray diffraction (XRD) analysis. Specifically, TTF is oxidized to TTF+• by p-toluenesulfonic acid (TsOH·H2O). TTF+• subsequently reacts with TEMPO and H2O to form a pinacol-like intermediate, which undergoes a rearrangement to release a 2, 2, 6, 6-tetramethylpiperidin-1-ol (TEMPOH) molecule, forming the rearranged product as a hydrogenated cation, this intermediate undergoes deprotonation, leading to the formation of the final spiro product. This investigation led to the identification of a class of reactions for the efficient conversion of TTF derivatives into their spiro products via pinacol-like rearrangement reaction.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142556328","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 Decarboxylative Fluoroalkylation of α,β-Unsaturated Carboxylic Acids α、β-不饱和羧酸的光催化脱羧氟烷基化反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/ejoc.202401144

xiuling Wang, Yaxing Wu, Songlin Xu, hongmei qu, Chao Chen

引用次数: 0

The Pyramidalization of sp2 Centers in 3/2-Systems Is a “Structural Breathing” Independent of Energy 3/2 系统中 sp2 中心的金字塔化是与能量无关的 "结构呼吸

IF 2.5 3区化学

European Journal of Organic Chemistry Pub Date : 2024-10-29 DOI: 10.1002/ejoc.202400623

Henri Brunner, Masahiro Ikeshita, Takashi Tsuno

{"title":"The Pyramidalization of sp2 Centers in 3/2-Systems Is a “Structural Breathing” Independent of Energy","authors":"Henri Brunner, Masahiro Ikeshita, Takashi Tsuno","doi":"10.1002/ejoc.202400623","DOIUrl":"10.1002/ejoc.202400623","url":null,"abstract":"In 3/2-systems, such as the acetate anion H3CαC′OO−, an sp3 center and an sp2 center are connected by a covalent bond. The interaction of threefold and twofold symmetry results in the pyramidalization of the sp2 center during rotation about bond Esp3−Esp2. Rotation angles ψ=0°, ±60°, ±120°, and ±180° account for conformations with a symmetry plane containing the planar sp2 center CαC′OO. However, in all conformations with rotation angles ψ≠0°, ±60°, ±120°, and ±180° this symmetry plane is lost and pyramidalization must occur with maxima at rotation angles ψ=±30°, ±90°, and ±150°, because the two sides of the sp2 center CαC′OO are different. Inevitably, this leads to a pyramidalization/rotation profile θ/ψ with three maxima, three minima, and six zero-crossings. Thus, myriads of 3/2-compounds pyramidalize their sp2 centers each moment to the order of about 2° in a coupled pyramidalization/rotation molecular motion independent of energy.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"27 44","pages":""},"PeriodicalIF":2.5,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142541392","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