发布求助
文献互助 智能选刊 最新文献

Tetrahedron最新文献

筛选
英文 中文
Formal intermolecular [4+1] cycloaddition reaction of in situ generated ortho-quinomethanes with CF3-Imidoyl sulfoxonium ylides and dual double bond isomerization cascade: Synthesis of trifluoromethyl-containing benzofuran derivatives
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-05 DOI: 10.1016/j.tet.2025.134454
Youyan Wei , Chao Lin , Bo Li , Yixing Zhang , Shuzhou Xu
{"title":"Formal intermolecular [4+1] cycloaddition reaction of in situ generated ortho-quinomethanes with CF3-Imidoyl sulfoxonium ylides and dual double bond isomerization cascade: Synthesis of trifluoromethyl-containing benzofuran derivatives","authors":"Youyan Wei ,&nbsp;Chao Lin ,&nbsp;Bo Li ,&nbsp;Yixing Zhang ,&nbsp;Shuzhou Xu","doi":"10.1016/j.tet.2025.134454","DOIUrl":"10.1016/j.tet.2025.134454","url":null,"abstract":"<div><div>A straightforward strategy for the metal-free synthesis of trifluoromethyl-containing benzofuran derivatives has been developed using <em>in situ</em> generated <em>ortho</em>-quinomethanes and CF<sub>3</sub>-imidoyl sulfoxonium ylides. This cascade transformation involves a formal intermolecular [4 + 1] cycloaddition, followed by an unexpected dual double bond isomerization. This methodology is characterized by mild reaction conditions, a broad substrate scope, and an operationally simple procedure, yielding benzofuran derivatives with excellent yields.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"173 ","pages":"Article 134454"},"PeriodicalIF":2.1,"publicationDate":"2025-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143315196","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
A new quinoxaline-based turn-on fluorescent probe for highly selective and sensitive detection of Cys in food samples and its application in bioimaging
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-05 DOI: 10.1016/j.tet.2025.134455
Lewei Gao , Tianyue Qingu , Shuai Gong , Yueyin Liang , Zhonglong Wang , Jianlan Wang , Shifa Wang
{"title":"A new quinoxaline-based turn-on fluorescent probe for highly selective and sensitive detection of Cys in food samples and its application in bioimaging","authors":"Lewei Gao ,&nbsp;Tianyue Qingu ,&nbsp;Shuai Gong ,&nbsp;Yueyin Liang ,&nbsp;Zhonglong Wang ,&nbsp;Jianlan Wang ,&nbsp;Shifa Wang","doi":"10.1016/j.tet.2025.134455","DOIUrl":"10.1016/j.tet.2025.134455","url":null,"abstract":"<div><div>Cysteine (Cys) is a crucial amino acid for maintaining the REDOX balance in organisms, but the abnormal levels of Cys can lead to various diseases. The content of Cys is also an important index for evaluating the dairy foods and vegetables. In this paper, a new light-up fluorescent probe <strong>TPDA</strong> was synthesized using camphorquinone as the starting material for detection of Cys in foods and living organism, and can specifically recognize Cys even under the interference of other substances such as amino acids, metal ions and anions. The advantages of the probe <strong>TPDA</strong> for Cys detection include the low detection limit (0.16 μM), wide linear scope (0−100 μM), high quantum yield (Φ = 0.82), and it can also be used to detect Cys levels in food stuff, such as onion, garlic, pepper, and milk. Moreover, <strong>TPDA</strong> was effectively employed to visualize Cys in live zebrafish and HeLa cells.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134455"},"PeriodicalIF":2.1,"publicationDate":"2025-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228367","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
Bulky N-heterocyclic carbene Cu(I) complex as a catalyst for the synthesis of N-arylazoles under ambient conditions
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-05 DOI: 10.1016/j.tet.2025.134449
Guiyan Liu , Qi Ding , Jiayi Chen , Ke Wang , Yongfei Zeng
{"title":"Bulky N-heterocyclic carbene Cu(I) complex as a catalyst for the synthesis of N-arylazoles under ambient conditions","authors":"Guiyan Liu ,&nbsp;Qi Ding ,&nbsp;Jiayi Chen ,&nbsp;Ke Wang ,&nbsp;Yongfei Zeng","doi":"10.1016/j.tet.2025.134449","DOIUrl":"10.1016/j.tet.2025.134449","url":null,"abstract":"<div><div>We reported a flexible copper complex modified with a bulky N-heterocyclic carbene (NHC) which was fully characterized. In addition, the catalytic activity of new NHC–Cu(I) complex for N-arylation reactions of N-heterocycles were investigated. The stable structure endowed the complex with efficient catalytic performance. As a catalyst, it could smoothly and effectively catalyze the N-arylation reactions of various N-heterocycles to produce N-arylazoles under mild conditions (60 °C) with a low catalyst loading (1 mol%).</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134449"},"PeriodicalIF":2.1,"publicationDate":"2025-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228674","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
Oxidative dehydrogenative coupling of arylamines with N-allyl and N-vinylamines for the synthesis of quinolines and 2-methylquinoline derivatives
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-04 DOI: 10.1016/j.tet.2025.134450
Yanrong Mo , Yiwen Huang , Yanan Hou , Lu Qin , Yili Zhang , Tangle Li , Jun-Qi Zhang , Dandan Hu , Hongjun Ren
{"title":"Oxidative dehydrogenative coupling of arylamines with N-allyl and N-vinylamines for the synthesis of quinolines and 2-methylquinoline derivatives","authors":"Yanrong Mo ,&nbsp;Yiwen Huang ,&nbsp;Yanan Hou ,&nbsp;Lu Qin ,&nbsp;Yili Zhang ,&nbsp;Tangle Li ,&nbsp;Jun-Qi Zhang ,&nbsp;Dandan Hu ,&nbsp;Hongjun Ren","doi":"10.1016/j.tet.2025.134450","DOIUrl":"10.1016/j.tet.2025.134450","url":null,"abstract":"<div><div>A synergistic and efficient NH<sub>4</sub>I/di-<em>tert</em>-butyl peroxide (DTBP) promoted the oxidative dehydrogenative coupling between arylamines and <em>N</em>-allyl/<em>N</em>-vinylamines has been established. Notably, the protocol not only utilizes <em>N</em>-allyl/<em>N</em>-vinylamines as the novel propylene sources for synthesis of various quinolines and 2-methylquinolines, but also avoids using transition metal as catalysts.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134450"},"PeriodicalIF":2.1,"publicationDate":"2025-01-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228368","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 calyxosides, two-headed glycosphingolipids isolated from marine sponges, and their α-glycoside analogs
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-03 DOI: 10.1016/j.tet.2025.134453
Kenji Sugawara , Hironori Okamura , Yusuke Ogura , Shigeki Matsunaga , Hirosato Takikawa
{"title":"Synthesis of calyxosides, two-headed glycosphingolipids isolated from marine sponges, and their α-glycoside analogs","authors":"Kenji Sugawara ,&nbsp;Hironori Okamura ,&nbsp;Yusuke Ogura ,&nbsp;Shigeki Matsunaga ,&nbsp;Hirosato Takikawa","doi":"10.1016/j.tet.2025.134453","DOIUrl":"10.1016/j.tet.2025.134453","url":null,"abstract":"<div><div>Calyxoside and calyxoside B are so-called “two-headed” glycosphingolipids isolated from marine sponges, and they exhibit cytotoxicity against HeLa cells. The synthesis of calyxoside and calyxoside B was achieved starting from Garner's aldehyde. The key β-glycosylation was performed using a sphingosine derivative, in which the amino groups were protected as azido groups, as the glycosyl acceptor. Unnatural α-glycosides, i.e., α-anomers of calyxoside and calyxoside B, were also synthesized by changing the glycosylation conditions. The cytotoxicity of natural calyxosides and their unnatural α-glycoside analogs against HeLa cells was evaluated.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134453"},"PeriodicalIF":2.1,"publicationDate":"2025-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228370","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
Mitsunobu reaction of 1,3-dicarbonyl compounds and subsequent Pd-catalyzed intramolecular arylation: An expedient route to tricyclic oxoisochromenes
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-03 DOI: 10.1016/j.tet.2025.134448
Harshita Singh Korawat, Karmdeo Prajapati, Ashok K. Basak
{"title":"Mitsunobu reaction of 1,3-dicarbonyl compounds and subsequent Pd-catalyzed intramolecular arylation: An expedient route to tricyclic oxoisochromenes","authors":"Harshita Singh Korawat,&nbsp;Karmdeo Prajapati,&nbsp;Ashok K. Basak","doi":"10.1016/j.tet.2025.134448","DOIUrl":"10.1016/j.tet.2025.134448","url":null,"abstract":"<div><div>1,3-Dicarbonyl compounds undergo chemoselective O-alkylation with (2-bromoaryl)methanols under Mitsunobu conditions at ambient temperature generating corresponding vinyl ethers in high yields. These vinyl ethers can be subsequently converted into tricyclic oxoisochromenes via previously reported ligand-free Pd-catalyzed intramolecular arylation reaction.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134448"},"PeriodicalIF":2.1,"publicationDate":"2025-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228631","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 remote C(sp3)-H heteroarylation of N-fluorocarboxamides with azoles
IF 2.1 3区 化学
Tetrahedron Pub Date : 2025-01-03 DOI: 10.1016/j.tet.2025.134451
Shuo Gao , Zilin Liu , Siyu Li , Yingpei Sun , Mengmeng Zhao , Weibo Guo , Zhen-Hua Zhang
{"title":"Copper-catalyzed remote C(sp3)-H heteroarylation of N-fluorocarboxamides with azoles","authors":"Shuo Gao ,&nbsp;Zilin Liu ,&nbsp;Siyu Li ,&nbsp;Yingpei Sun ,&nbsp;Mengmeng Zhao ,&nbsp;Weibo Guo ,&nbsp;Zhen-Hua Zhang","doi":"10.1016/j.tet.2025.134451","DOIUrl":"10.1016/j.tet.2025.134451","url":null,"abstract":"<div><div>A general protocol for intermolecular distal C(sp<sup>3</sup>)-H heteroarylation of <em>N</em>-fluorocarboxamides with azoles under copper catalysis has been accomplished. Notably, both benzylic C(sp<sup>3</sup>)-H bonds and aliphatic C(sp<sup>3</sup>)-H bonds in carboxamides could conduct reactions smoothly and exhibited remarkable regioselectivity. This cross-dehydrogenative coupling reaction involved a sequential course of amidyl radical generation, 1,5-hydrogen atom transfer (HAT), and heteroarylation steps. This approach was capable of accomplishing the heteroarylation reaction of the distal carbon-hydrogen bonds of amides by simultaneously activating C(sp<sup>2</sup>)-H and C(sp<sup>3</sup>)-H, avoiding the utilization of pre-functionalized heteroarenes.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134451"},"PeriodicalIF":2.1,"publicationDate":"2025-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228675","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
Study of photophysical properties of new asymmetric Meso-BODIPY dimers
IF 2.1 3区 化学
Tetrahedron Pub Date : 2024-12-31 DOI: 10.1016/j.tet.2024.134438
Luis Blancarte-Carrazco , Sandra M. Rojas-Montoya , Oscar González-Antonio , Enrique Ordaz-Romero , Rosa Santillan , Norberto Farfán
{"title":"Study of photophysical properties of new asymmetric Meso-BODIPY dimers","authors":"Luis Blancarte-Carrazco ,&nbsp;Sandra M. Rojas-Montoya ,&nbsp;Oscar González-Antonio ,&nbsp;Enrique Ordaz-Romero ,&nbsp;Rosa Santillan ,&nbsp;Norberto Farfán","doi":"10.1016/j.tet.2024.134438","DOIUrl":"10.1016/j.tet.2024.134438","url":null,"abstract":"<div><div>This research focuses on the novel synthesis of asymmetric <em>meso</em>-BODIPY dimers, connected at positions 8 and 8'. A novel synthetic route is proposed through the direct coordination of dipyrromethene with a borinic acid which allows the direct functionalization of the boron atom, inspired by previous works. The optical properties of the dimers were compared with the corresponding monomers showing almost no variation at the UV–vis spectra but broad emission bands from 500 to 800 nm that include the typical emissions of each monomer have been observed. The nature of the electronic transitions was studied by computational calculations which support experimental results, providing a profound understanding of structural and photophysical variations. ESP maps, NTOs and dipole moments are shown and support the presence of a charge transfer character transition in the dimers, also hinted by the emission spectra, as well as how these transitions are influenced by the boron attached groups. This innovative approach contributes to the advancement of BODIPY materials, emphasizing the importance of precise synthetic strategies to obtain compounds with promising applications in various fundamental and technological fields.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134438"},"PeriodicalIF":2.1,"publicationDate":"2024-12-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143297013","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
Preparation of quaternary ammonium salts based on chitosan as efficient levelers for copper electroplating
IF 2.1 3区 化学
Tetrahedron Pub Date : 2024-12-29 DOI: 10.1016/j.tet.2024.134436
Kexun Fan, Guoqing Bao, Xuyang Li, Limin Wang
{"title":"Preparation of quaternary ammonium salts based on chitosan as efficient levelers for copper electroplating","authors":"Kexun Fan,&nbsp;Guoqing Bao,&nbsp;Xuyang Li,&nbsp;Limin Wang","doi":"10.1016/j.tet.2024.134436","DOIUrl":"10.1016/j.tet.2024.134436","url":null,"abstract":"<div><div>Six quaternary ammonium salts (HACC, TM-CS, CHOPh-CS, 2CHOPy-CS, 3CHOPy-CS, and 4CHOPy-CS) based on chitosan have been designed and prepared. Their potential as eco-friendly additives for copper electroplating was evaluated. Among them, HACC exhibited the most effective inhibition of copper deposition, as demonstrated through cyclic voltammetry, polarization, and galvanostatic measurements. These results confirmed its superior convective adsorption behavior, making it a promising candidate for efficient electroplating applications. Theoretical calculations further revealed that HACC strongly adsorbs onto copper surfaces, enhancing electroplating uniformity. Thermogravimetric analysis indicated that HACC possesses excellent thermal stability, meeting industrial standards for storage and use. In through-hole electroplating experiments, HACC demonstrated superior filling performance, outperforming conventional commercial levelers. These findings highlight the potential of HACC as a cost-effective, environmentally sustainable alternative for copper electroplating applications.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134436"},"PeriodicalIF":2.1,"publicationDate":"2024-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228673","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
Green and sustainable approaches in the synthesis of pharmaceutically relevant quinazolinones
IF 2.1 3区 化学
Tetrahedron Pub Date : 2024-12-25 DOI: 10.1016/j.tet.2024.134437
Rijwan, Sumit Kumar , Shailesh Kumar
{"title":"Green and sustainable approaches in the synthesis of pharmaceutically relevant quinazolinones","authors":"Rijwan,&nbsp;Sumit Kumar ,&nbsp;Shailesh Kumar","doi":"10.1016/j.tet.2024.134437","DOIUrl":"10.1016/j.tet.2024.134437","url":null,"abstract":"","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"172 ","pages":"Article 134437"},"PeriodicalIF":2.1,"publicationDate":"2024-12-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143228630","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：481959085
Book学术官方微信