发布求助
文献互助 智能选刊 最新文献

Tetrahedron Letters最新文献

筛选
英文 中文
Synthesis and antifungal activity of polyalthic acid-1,2,3-triazole-arylsulfonamide derivatives 聚醛酸-1,2,3-三唑芳基磺酰胺衍生物的合成及抑菌活性研究
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-28 DOI: 10.1016/j.tetlet.2025.155814
Marcelo Fiori Marchiori , Maria Angélica dos Santos Cunha Chellegatti , João Victor Silveira Camargo , Vânia Santos Braz , Sérgio R. Ambrósio , Jairo Kenupp Bastos , Guilherme Martins Silva , Niege Araçari Jacometti Cardoso Furtado , Vanessa Leiria Campo
{"title":"Synthesis and antifungal activity of polyalthic acid-1,2,3-triazole-arylsulfonamide derivatives","authors":"Marcelo Fiori Marchiori ,&nbsp;Maria Angélica dos Santos Cunha Chellegatti ,&nbsp;João Victor Silveira Camargo ,&nbsp;Vânia Santos Braz ,&nbsp;Sérgio R. Ambrósio ,&nbsp;Jairo Kenupp Bastos ,&nbsp;Guilherme Martins Silva ,&nbsp;Niege Araçari Jacometti Cardoso Furtado ,&nbsp;Vanessa Leiria Campo","doi":"10.1016/j.tetlet.2025.155814","DOIUrl":"10.1016/j.tetlet.2025.155814","url":null,"abstract":"<div><div>The increasing number of fungal infections and resistance to available drugs represent a serious threat to public health. In this context, the aim of this work was the synthesis of a novel series of polyalthic acid-1,2,3-triazole-arylsulfonamide derivatives by Cu(I)-catalysed azide-alkyne cycloaddition reactions (“click chemistry”), along with the evaluation of their antifungal properties against three <em>Candida</em> species. The best activities were observed for compounds <strong>4</strong>, <strong>6</strong> and <strong>7</strong> against <em>Candida albicans</em> (MIC/MFC 6.25 to 12.5 μg/ml), and for compounds <strong>9</strong> and <strong>3</strong> against <em>Candida krusei</em> (MIC/ MFC 12.5 to 50 μg/ml). These findings highlight the potential of polyalthic acid derivatives as viable candidates for the development of new triazole antifungal agents.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155814"},"PeriodicalIF":1.5,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144913808","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Phosphine-mediated deoxygenative synthesis of amides from carboxylic acids and N-chloro compounds 膦介导的羧酸和n -氯化物酰胺的脱氧合成
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-28 DOI: 10.1016/j.tetlet.2025.155813
Jiahong Chen , Hanjing Deng , Pengyu Zhang, You Zi
{"title":"Phosphine-mediated deoxygenative synthesis of amides from carboxylic acids and N-chloro compounds","authors":"Jiahong Chen ,&nbsp;Hanjing Deng ,&nbsp;Pengyu Zhang,&nbsp;You Zi","doi":"10.1016/j.tetlet.2025.155813","DOIUrl":"10.1016/j.tetlet.2025.155813","url":null,"abstract":"<div><div>A strategy for amide synthesis through the deoxygenation of carboxylic acids with N-chloro compounds using a phosphine-mediated P(V) platform is reported. This method enables the efficient conversion of various carboxylic acids, including primary, secondary, and bioactive molecules, as well as amino acids, into amides under mild conditions. The scalability of the reaction highlights its practical applicability for large-scale amide production. This approach offers a new perspective on activation reagents, focusing on aniline activation rather than conventional carboxylic acid activation.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155813"},"PeriodicalIF":1.5,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144926366","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Enantioselective Mannich reaction of 2-fluoro-1,3-diketones to ketimines: access to fluorinated α-amino acid derivatives 2-氟-1,3-二酮与氯胺酮的对映选择性曼尼希反应：获得氟化α-氨基酸衍生物
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-25 DOI: 10.1016/j.tetlet.2025.155803
Nidhi Saini, Khushboo Gupta, Chhavi Khajuria, Vinod K. Singh
{"title":"Enantioselective Mannich reaction of 2-fluoro-1,3-diketones to ketimines: access to fluorinated α-amino acid derivatives","authors":"Nidhi Saini,&nbsp;Khushboo Gupta,&nbsp;Chhavi Khajuria,&nbsp;Vinod K. Singh","doi":"10.1016/j.tetlet.2025.155803","DOIUrl":"10.1016/j.tetlet.2025.155803","url":null,"abstract":"<div><div>A highly enantioselective organocatalytic Mannich reaction between 2-fluoro-1,3-diketones and β,γ-alkynyl-α-imino esters has been developed, utilizing a chiral bifunctional urea catalyst. This strategy provides efficient access to a diverse range of fluorinated and non-fluorinated unnatural α-amino acid derivatives with excellent yields (up to 98 %) and enantioselectivities (up to 97 %). A wide array of substrates bearing diverse substituents is compatible with this reaction, showcasing its broad scope. The practicality of this approach was further highlighted by the successful scale-up reaction and subsequent transformations of the fluorinated amino acid derivatives.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155803"},"PeriodicalIF":1.5,"publicationDate":"2025-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144907348","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 STU ring of maitotoxin 麦麸毒素STU环的合成
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-22 DOI: 10.1016/j.tetlet.2025.155799
Takahiro Harada , Hiroshi Yamaguchi , Keitaro Umeno , Yoko Yasuno , Hiroshi Tsuchikawa , Masayuki Satake , Tohru Oishi
{"title":"Synthesis of STU ring of maitotoxin","authors":"Takahiro Harada ,&nbsp;Hiroshi Yamaguchi ,&nbsp;Keitaro Umeno ,&nbsp;Yoko Yasuno ,&nbsp;Hiroshi Tsuchikawa ,&nbsp;Masayuki Satake ,&nbsp;Tohru Oishi","doi":"10.1016/j.tetlet.2025.155799","DOIUrl":"10.1016/j.tetlet.2025.155799","url":null,"abstract":"<div><div>The STU ring of maitotoxin (MTX) was synthesized from a common intermediate of the QRS ring of MTX via β-borylation/oxidation of an enone, ring expansion of a six-membered ring ketone to a seven-membered one, and methylation of an <em>O</em>,<em>S</em>-acetal in 8 steps.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155799"},"PeriodicalIF":1.5,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144907349","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Pseudovenmycin, a novel lasso peptide from Streptomyces pseudovenezuelae NA07851 伪委内瑞拉链霉菌NA07851的一种新型套索肽
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-21 DOI: 10.1016/j.tetlet.2025.155794
Zhang Yuan Yan , Kai Jie Qu , Ling Yu Li , Zi Ru Wang , Wen He , Zhi Kai Guo , Ren Xiang Tan
{"title":"Pseudovenmycin, a novel lasso peptide from Streptomyces pseudovenezuelae NA07851","authors":"Zhang Yuan Yan ,&nbsp;Kai Jie Qu ,&nbsp;Ling Yu Li ,&nbsp;Zi Ru Wang ,&nbsp;Wen He ,&nbsp;Zhi Kai Guo ,&nbsp;Ren Xiang Tan","doi":"10.1016/j.tetlet.2025.155794","DOIUrl":"10.1016/j.tetlet.2025.155794","url":null,"abstract":"<div><div>Pseudovenmycin (<strong>1</strong>), a novel type III lasso peptide with a disulfide bond formed by two cysteines, was discovered from <em>Streptomyces pseudovenezuelae</em> NA07851 isolated from a marine sediment collected at the seaside of Fuzhou, Fujian province, China. The biosynthetic gene cluster (BGC) (<em>pvm</em>) responsible for the biosynthesis of pseudovenmycin was successfully identified through heterologous expression in <em>Streptomyces albus</em> J1074 strain and thus its efficient production was achieved. The planar structure of pseudovenmycin was assigned by comprehensive analysis of NMR spectroscopy, LC-MS/MS fragmentation and gene sequence. The absolute configurations of the amino acid residues in this compound were confirmed by Marfey's method. Pseudovenmycin displayed weak inhibitory activity against three tested phytopathogenic fungi.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"170 ","pages":"Article 155794"},"PeriodicalIF":1.5,"publicationDate":"2025-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144879605","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 racemosin B and its derivatives via formal [4+2] cycloaddition 形式[4+2]环加成法合成外消旋菌素B及其衍生物
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-21 DOI: 10.1016/j.tetlet.2025.155798
Bhuvana Narasimman
{"title":"Synthesis of racemosin B and its derivatives via formal [4+2] cycloaddition","authors":"Bhuvana Narasimman","doi":"10.1016/j.tetlet.2025.155798","DOIUrl":"10.1016/j.tetlet.2025.155798","url":null,"abstract":"<div><div>A concise and efficient method has been developed for the synthesis of the indolocarbazole scaffold via a formal [4+2] cycloaddition of 2,3′-biindole with dienophiles in a single step. Further, this method offers a short synthesis of racemosin B alkaloid without employing a protection and deprotection strategy with moderate yield.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155798"},"PeriodicalIF":1.5,"publicationDate":"2025-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144913806","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 phenyl carboxylates via molybdenum carbonyl-mediated carbonylation of phenols and iodides under mild conditions 钼羰基介导苯酚和碘化物羰基化在温和条件下合成苯基羧酸盐
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-20 DOI: 10.1016/j.tetlet.2025.155797
Hongzhi Hu , Rongrong Wang , Zhihan Wang , Haimei Ren , Chenxu Guo , Dejin Zhang
{"title":"Synthesis of phenyl carboxylates via molybdenum carbonyl-mediated carbonylation of phenols and iodides under mild conditions","authors":"Hongzhi Hu ,&nbsp;Rongrong Wang ,&nbsp;Zhihan Wang ,&nbsp;Haimei Ren ,&nbsp;Chenxu Guo ,&nbsp;Dejin Zhang","doi":"10.1016/j.tetlet.2025.155797","DOIUrl":"10.1016/j.tetlet.2025.155797","url":null,"abstract":"<div><div>A novel and efficient method for the synthesis of phenyl carboxylates via carbonylation of phenols and iodides using molybdenum carbonyl as the carbonyl source under mild conditions is reported. This research avoids the use of toxic and high-pressure CO gas by employing Mo(CO)₆ as a stoichiometric, controlled CO source, reducing safety risks associated with high-pressure CO storage and handling. By optimizing reaction parameters, a variety of phenyl carboxylates were obtained in good to excellent yields with broad substrate compatibility. Mechanistic studies revealed the <em>N</em>-acyl DBU iodine salt was synthesized during the reaction process. This work provides a practical alternative for phenyl carboxylate synthesis and expands the application of molybdenum carbonyl in carbonylation reactions.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"170 ","pages":"Article 155797"},"PeriodicalIF":1.5,"publicationDate":"2025-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144889693","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 diaryl squaraines and diaryl maleimides 二芳基方胺和二芳基马来酰亚胺的合成
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-19 DOI: 10.1016/j.tetlet.2025.155796
Worarat Wuttisathien , Vinich Promarak , Yongsak Sritana-anant
{"title":"Synthesis of diaryl squaraines and diaryl maleimides","authors":"Worarat Wuttisathien ,&nbsp;Vinich Promarak ,&nbsp;Yongsak Sritana-anant","doi":"10.1016/j.tetlet.2025.155796","DOIUrl":"10.1016/j.tetlet.2025.155796","url":null,"abstract":"<div><div>The 3,4-diaryl-1,2-squaraines (3,4-diaryl cyclobut-3-ene-1,2-diones) and 3,4-diaryl maleimides (3,4-diaryl-1<em>H</em>-pyrrole-2,5-diones) are strong electron acceptors that can be paired with electron rich aromatics to create simple but powerful donor-acceptor monomeric units to be further developed toward effective conjugated polymers. A series of conjugated 3,4-dithienyl derivatives of 1,2-squaraines were obtained from Friedel-Crafts-like substitution protocol in good to excellent yields (up to 96 %). The simple one-step conversion of squaraine core to the analogous electron-accepting maleimides were just realized, which led to efficient access of diaryl maleimides from squaraines. The possible electrocyclic ring opening/re-closing followed by oxidation mechanism was proposed for the transformation.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155796"},"PeriodicalIF":1.5,"publicationDate":"2025-08-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144893372","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 approach to the synthesis of 1,5-dihydro-2H-pyrrol-2-ones via sequential nucleophilic-electrophilic modification of pyrroles bearing a ylidenemalononitrile moiety 通过对含有乙烯基单腈的吡咯进行序贯亲核-亲电修饰合成1,5-二氢- 2h -吡咯-2-酮的新方法
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-18 DOI: 10.1016/j.tetlet.2025.155795
Mikhail Yu. Belikov, Sergey A. Blinov
{"title":"Novel approach to the synthesis of 1,5-dihydro-2H-pyrrol-2-ones via sequential nucleophilic-electrophilic modification of pyrroles bearing a ylidenemalononitrile moiety","authors":"Mikhail Yu. Belikov,&nbsp;Sergey A. Blinov","doi":"10.1016/j.tetlet.2025.155795","DOIUrl":"10.1016/j.tetlet.2025.155795","url":null,"abstract":"<div><div>We report the first one-pot synthesis of 1,5-dihydro-2<em>H</em>-pyrrol-2-ones via sequential dual nucleophilic-electrophilic modification of 2-(2-oxo-1,2-dihydro-3<em>H</em>-pyrrol-3-ylidene)malononitriles. The process begins with regioselective nucleophilic addition of an amine to the pyrrole ring C5 atom. This key C5-regioselectivity was confirmed for the first time by 2D NMR spectroscopy. The amine addition generates a nucleophilic center at the C(CN)₂ fragment, allowing its subsequent reaction with electrophilic alkyl halides.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"170 ","pages":"Article 155795"},"PeriodicalIF":1.5,"publicationDate":"2025-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144889644","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Accessing 2-aryl quinolines via AIBN/dithionite-promoted sequential oxidative radical α-hydroxymethylation/cyclization of imine employing ethanol as ethyne surrogate 以乙醇为乙烷替代物，通过AIBN/二硫代酸促进亚胺的序贯氧化自由基α-羟甲基化/环化获得2-芳基喹啉
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2025-08-13 DOI: 10.1016/j.tetlet.2025.155792
Kui Zheng , Hailong Chen , Yang Zhao , Junhao Peng , Xinyang Jiang , Zhenlian Wang , Jiang Cheng
{"title":"Accessing 2-aryl quinolines via AIBN/dithionite-promoted sequential oxidative radical α-hydroxymethylation/cyclization of imine employing ethanol as ethyne surrogate","authors":"Kui Zheng ,&nbsp;Hailong Chen ,&nbsp;Yang Zhao ,&nbsp;Junhao Peng ,&nbsp;Xinyang Jiang ,&nbsp;Zhenlian Wang ,&nbsp;Jiang Cheng","doi":"10.1016/j.tetlet.2025.155792","DOIUrl":"10.1016/j.tetlet.2025.155792","url":null,"abstract":"<div><div>Ethanol, rather than dioxane, vinylene carbonate, or acrylic acid, acted as the ethyne surrogate in sodium hydrosulfite/AIBN-promoted multicomponent reactions (MCRs) involving amines and aldehydes toward 2-aryl quinolines under O<sub>2</sub> atmosphere. This procedure likely started with the formation of α-hydroxy carbon centered nucleophilic radical in the presence of sodium dithionite and O<sub>2</sub>. Then the reaction proceeded with sequential oxidative radical α-hydroxymethylation of <em>in situ</em>-formed imine, elimination of one equivalent of H<sub>2</sub>O, and 6 π electrocyclization followed by aromatization. As such, this metal-free procedure represents a sustainable and efficient pathway to access a series of 2-aryl quinolines.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"170 ","pages":"Article 155792"},"PeriodicalIF":1.5,"publicationDate":"2025-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144828294","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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