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

5‐Bromo‐8‐Nitro‐1‐Naphthoic Acid as Protective Group for Alcohols Under Mitsunobu Conditions 5‐溴‐8‐硝基‐1‐萘酸在光信条件下作为醇类的保护基团

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500574

Estela Sánchez‐Santos , Irene Boya del Teso , José J. Garrido‐González , Joaquín R. Morán , Ángel L. Fuentes de Arriba , Victoria Alcázar

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Mild Photocatalytic Hydrodecarboxylation of Fatty Acid Derivatives using Xanthene Dyes for Biomass Valorization 利用杂蒽染料进行脂肪酸衍生物轻度光催化加氢脱羧的研究

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-23 DOI: 10.1002/ejoc.202500725

Jhudson G. L. de Araujo , Thays L. Lemos , Walber M. de O. Domingos , Maria do S. B. da Silva , Pedro H. do N. Silva , Aecia S. D. dos Anjos , Carlos A. Martínez‐Huitle , Elisama V. dos Santos , Amanda D. Gondim , Lívia N. Cavalcanti

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Photoinduced Reduction and Deuteration of Aryl Halides with NHC‐Boranes NHC -硼烷光诱导芳基卤化物的还原和氘化

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-22 DOI: 10.1002/ejoc.202500543

Gabin Lalande, Sandra Pinet, Frédéric Robert, Laurent Chabaud, Mathieu Pucheault

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An Improved Synthesis of Ionizable Lipids D-Lin-KC2-DMA and D-Lin-MC3-DMA 可电离脂质D-Lin-KC2-DMA和D-Lin-MC3-DMA的改进合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-21 DOI: 10.1002/ejoc.202500592

Ardalan Nabi, Huy Tran, Fariba Saadati, Nagavenkata Durga Prasad Atmuri, Gregory Dake, Marco A. Ciufolini

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Synthesis of Morpholine‐2,5‐Diones by Tandem of Azido‐Ugi and Ugi Reactions 叠氮- Ugi和Ugi串联反应合成啉- 2,5 -二酮

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500414

Alexander V. Tsygankov , Tetiana O. Savluk , Vladyslav O. Vereshchak , Svitlana V. Shishkina , Oleksandr V. Buravov , Valentyn A. Chebanov

{"title":"Synthesis of Morpholine‐2,5‐Diones by Tandem of Azido‐Ugi and Ugi Reactions","authors":"Alexander V. Tsygankov , Tetiana O. Savluk , Vladyslav O. Vereshchak , Svitlana V. Shishkina , Oleksandr V. Buravov , Valentyn A. Chebanov","doi":"10.1002/ejoc.202500414","DOIUrl":"10.1002/ejoc.202500414","url":null,"abstract":"<div><div>3,4‐Disubstituted morpholine‐2,5‐diones containing a tetrazole moiety are unexpected products of a tandem combination of <em>azido</em>‐Ugi and Ugi reactions. The formation of the classical products – Ugi bisamides – is not observed at all in many cases. When the simplest C1‐C3 aliphatic aldehydes are used and the reaction conditions are controlled, their isolation is possible. However, when butanal and pentanal as well as <em>para</em>‐substituted benzaldehydes are used, only products of <em>post</em>‐Ugi transformations, morpholine‐2,5‐diones, can be isolated. The latter can be synthesized either sequentially from the corresponding Ugi bisamides by <em>post</em>‐Ugi transformation or in a one‐pot procedure with prolonged stirring of the reaction mixture of four components–α‐aminomethyltetrazole, aldehyde, monochloroacetic acid, and isocyanide. A small targeted library of 15 morpholine‐2,5‐diones containing a tetrazole moiety is obtained by a novel approach. Furthermore, these compounds are able to eliminate the <em>N</em>‐<em>tert</em>‐butyl group from the tetrazole nitrogen in the presence of acid to form the corresponding <em>NH</em>‐unsubstituted tetrazole derivatives of morpholine‐2,5‐diones.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 33","pages":"Article e202500414"},"PeriodicalIF":2.7,"publicationDate":"2025-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144533048","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

Anion Recognition‐Induced Selective Separation of Phosphates from Complex Aqueous Matrices by Self‐Assembled Molecular Capsule 阴离子识别诱导磷酸盐通过自组装分子胶囊从复杂的水基质中选择性分离

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500403

Sandeep Kumar Dey , Beatriz Gil‐Hernández , Pankaj Kumar

{"title":"Anion Recognition‐Induced Selective Separation of Phosphates from Complex Aqueous Matrices by Self‐Assembled Molecular Capsule","authors":"Sandeep Kumar Dey , Beatriz Gil‐Hernández , Pankaj Kumar","doi":"10.1002/ejoc.202500403","DOIUrl":"10.1002/ejoc.202500403","url":null,"abstract":"<div><div>Selective recognition of an oxoanion necessitates the design and synthesis of hydrogen bond donor receptors capable of discriminating between anions of comparable size, shape, and basicity. A urea‐functionalized second‐generation tripodal anion receptor has been demonstrated to selectively encapsulate and separate phosphate ions (PO<sub>4</sub><sup>3‐</sup>, and HPO<sub>4</sub><sup>2‐</sup>) from aqueous matrices of high anionic and cationic complexity. Competitive liquid–liquid extraction (LLE) experiments reveal exclusive formation of phosphate complexes in the presence of an excess of competing oxoanions and halide, which is a prerequisite for efficient phosphate recovery from highly eutrophic aquatic systems and also important for therapeutic applications as an effective phosphate binder. Tetrabutylammonium hydroxide has served as a receptor solubilizer and an anion‐exchange agent, facilitating phosphate transfer from the aqueous to the organic phase (dichloromethane) in exchange for hydroxide ions. The identity and purity of the LLE‐derived anion complexes are confirmed by nuclear magnetic resonance (<sup>1</sup>H, <sup>13</sup>C, and <sup>31</sup>P) and mass spectroscopy, establishing phosphate selectivity of the receptor. Single‐crystal X‐ray diffraction analysis reveals phosphate encapsulation within a π‐stacked dimeric capsular assembly of the receptor (2:1 host–guest complex).</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 33","pages":"Article e202500403"},"PeriodicalIF":2.7,"publicationDate":"2025-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144547326","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

Novel Ambergris Odorants Devoid of Ketal Functions: Sustainable Synthesis of 4‐(α‐Cedren‐8‐yl)Butan‐2‐Ones and Potent Methoxy Derivatives by Claisen Chemistry** 无酮功能的新型龙涎香气味剂：clisen化学可持续合成4-（α-雪松-8-基）丁酮-2- 1及其强效甲氧基衍生物**

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500548

Elisa Kuhnt , Marc Mansfeld , Philip Kraft

{"title":"Novel Ambergris Odorants Devoid of Ketal Functions: Sustainable Synthesis of 4‐(α‐Cedren‐8‐yl)Butan‐2‐Ones and Potent Methoxy Derivatives by Claisen Chemistry**","authors":"Elisa Kuhnt , Marc Mansfeld , Philip Kraft","doi":"10.1002/ejoc.202500548","DOIUrl":"10.1002/ejoc.202500548","url":null,"abstract":"<div><div>Challenging the importance of the ketal functionality in ambergris odorants, the optionally α‐methoxy substituted ketones <strong>18</strong>–<strong>20</strong> are designed using an olfactophore model and synthesized by Claisen chemistry from β‐cedren‐9α‐ol (<strong>25</strong>) as a sustainable starting material with methoxy acetone (<strong>15</strong>) and acetone dimethyl ketal (<strong>29</strong>) as synthetic building blocks. Elimination of one alkoxy group with phosphoric acid in pyridine furnished vinyl ethers to which β‐cedren‐9α‐ol (<strong>25</strong>) is added in the presence of acetic acid. Thermal Claisen rearrangement of the resulting adducts then provides the target compound <strong>18</strong>–<strong>20</strong> that possesses potent dry woody‐ambery odors with musky aspects that make them ideally suited for oud accords. Surprisingly, the α‐methoxy substituted ketones <strong>18</strong> and <strong>19</strong> are also formed in the synthesis of the new odorant Ambronova, where they contribute to a more musky‐soft, sensual‐animalic character compared to Ambrocenide (<strong>1</strong>) with additional peppery accents. The content of the desirable 3‐methoxy ketone <strong>19</strong> could be increased by using 1,2,2‐trimethoxypropane (<strong>21</strong>), thereby finetuning the Ambronova quality. These results show that a ketal functionality is no longer an indispensable prerequisite for an ambergris odorant, which should facilitate the design of further high‐impact ambergris odorants devoid of ketal functionalities with potentially enhanced biodegradability.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 33","pages":"Article e202500548"},"PeriodicalIF":2.7,"publicationDate":"2025-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145135354","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

Organocatalytic Halogenation of Aromatic and Heteroaromatic Compounds 芳香族和杂芳香族化合物的有机催化卤化

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500125

Paola Acosta‐Guzmán , Alexander Garay‐Talero , Diego Gamba‐Sánchez

引用次数: 0

Synthesis of 12b‐Methyl‐Isoindoloisoquinolin‐8‐ones via Iridium‐Catalyzed Intramolecular Hydroarylation of Phenacyl Enamides 铱催化苯酰胺分子内氢芳化合成12b甲基异吲哚-异喹啉- 8

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500451

Ashok R. Gudipally , Hari K. Namballa , Vishwashiv K. Emogaje , Wayne W. Harding

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Molecular Iodine‐Mediated Functionalization of α‐Carbonyl Sulfoxonium Ylides with Thiocyanates, Xanthates, and Dithiocarbamates 硫氰酸盐、黄原酸盐和二硫代氨基甲酸盐介导的α -羰基亚砜酰化物分子功能化

IF 2.7 3区化学

European Journal of Organic Chemistry Pub Date : 2025-09-20 DOI: 10.1002/ejoc.202500518

Kauê C. Capellaro , Antonio C. B. Burtoloso

引用次数: 0