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Cyclic N-difluoromethyl urea phosphonate ester: A newly developed masked urea reagent for the CN coupling of aromatic/hetero aromatic halides 环n -二氟甲基脲膦酸酯：一种新开发的用于芳香/杂芳香卤化物CN偶联的屏蔽脲试剂
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-03-01 Epub Date: 2025-12-24 DOI: 10.1016/j.tetlet.2025.155935
Reddi Shanmukha Rao , Manivannan Muthukumar , Arvind Mathur , Richland Tester , Bandari Chandrasekhar
{"title":"Cyclic N-difluoromethyl urea phosphonate ester: A newly developed masked urea reagent for the CN coupling of aromatic/hetero aromatic halides","authors":"Reddi Shanmukha Rao ,&nbsp;Manivannan Muthukumar ,&nbsp;Arvind Mathur ,&nbsp;Richland Tester ,&nbsp;Bandari Chandrasekhar","doi":"10.1016/j.tetlet.2025.155935","DOIUrl":"10.1016/j.tetlet.2025.155935","url":null,"abstract":"<div><div>We report a novel cyclic urea phosphonate ester as a newly developed reagent and its application in the Buchwald cross-coupling reactions for the synthesis of aromatic and heteroaromatic substituted ureas. This method enables the introduction of the cyclic urea moieties onto aromatic systems. Furthermore, these cyclic ureas are easily prepared and stored. The synthetic utility of this approach was successfully demonstrated through late-stage modification of the quinazoline core.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"176 ","pages":"Article 155935"},"PeriodicalIF":1.5,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145837871","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
A general cyclization strategy of diaryl, diarylamine, diaryl ether, and diaryl thioether with diarylketone: one-step synthesis of spirocyclic/ cyclic tetraarylmethanes 二芳基、二芳胺、二芳基醚和二芳基硫醚与二芳基酮的一般环化策略：一步合成螺环/环四芳基甲烷
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-03-01 Epub Date: 2025-12-11 DOI: 10.1016/j.tetlet.2025.155929
Shuangping Liao , Yeshen Liu , Bochao Jiang , Yufeng Hui, Haibo Xiao
{"title":"A general cyclization strategy of diaryl, diarylamine, diaryl ether, and diaryl thioether with diarylketone: one-step synthesis of spirocyclic/ cyclic tetraarylmethanes","authors":"Shuangping Liao ,&nbsp;Yeshen Liu ,&nbsp;Bochao Jiang ,&nbsp;Yufeng Hui,&nbsp;Haibo Xiao","doi":"10.1016/j.tetlet.2025.155929","DOIUrl":"10.1016/j.tetlet.2025.155929","url":null,"abstract":"<div><div>A general method for preparing spirocyclic/cyclic tetraarylmethanes through one-step cyclization of diaryl compounds (diaryl, diarylamine, diaryl ether, and diaryl thioether) with diarylketones using triflimide (HNTf₂) as a catalyst has been developed. The key step involves a Friedel-Crafts reaction. This straightforward synthetic approach features wide substrate scope, mild reaction conditions, a low catalyst amount, good yield, and allows the synthesis of unusual spirocyclic compounds that are otherwise difficult to achieve.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"176 ","pages":"Article 155929"},"PeriodicalIF":1.5,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145754031","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
Denitrogenative dehydration-decyanation of 1,2-diaryl-2-azidoethan-1-ol derivatives: synthesis of 1,1-diarylethylenes 1,2-二芳基-2-叠氮比1-醇衍生物的脱氮脱水-脱氰反应：1,1-二芳基乙烯的合成
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-03-01 Epub Date: 2025-12-27 DOI: 10.1016/j.tetlet.2025.155954
Noé Martínez-Romero , Mario Valle-Sánchez , Diego Martínez-Otero , Horacio Reyes , Nelly Gonzalez-Rivas , Erick Cuevas-Yañez
{"title":"Denitrogenative dehydration-decyanation of 1,2-diaryl-2-azidoethan-1-ol derivatives: synthesis of 1,1-diarylethylenes","authors":"Noé Martínez-Romero ,&nbsp;Mario Valle-Sánchez ,&nbsp;Diego Martínez-Otero ,&nbsp;Horacio Reyes ,&nbsp;Nelly Gonzalez-Rivas ,&nbsp;Erick Cuevas-Yañez","doi":"10.1016/j.tetlet.2025.155954","DOIUrl":"10.1016/j.tetlet.2025.155954","url":null,"abstract":"<div><div>An array of 1,1-diarylethylenes was obtained from the straightforward treatment of diverse 1,2-diaryl-2-azidoethan-1-ol derivatives with sulfuric acid. X-ray diffraction studies yielded unambiguous determinations of molecular structures of two representative compounds. A plausible reaction mechanism for this transformation involves generating a carbocation intermediate through alcohol dehydration. This is followed by concomitant aryl group 1,2-migration accompanied by the loss of nitrogen and HCN. These are the first examples of an intramolecular variant of the Schmidt reaction concerning a 1,2-azido alcohol.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"176 ","pages":"Article 155954"},"PeriodicalIF":1.5,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145881321","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
Diastereoselective annulation of 2-substituted 3-nitro-2H-chromenes by phosphine catalyzed [3+2] allenoate cycloaddition: Syntheses of tetrahydrocyclopenta[c]chromenes 膦催化[3+2]烯丙酸环加成2-取代3-硝基- 2h -铬的非对映选择性环化：四氢环五[c]铬的合成
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-03-01 Epub Date: 2025-12-14 DOI: 10.1016/j.tetlet.2025.155931
Ivan A. Kochnev, Alexey Y. Barkov
{"title":"Diastereoselective annulation of 2-substituted 3-nitro-2H-chromenes by phosphine catalyzed [3+2] allenoate cycloaddition: Syntheses of tetrahydrocyclopenta[c]chromenes","authors":"Ivan A. Kochnev,&nbsp;Alexey Y. Barkov","doi":"10.1016/j.tetlet.2025.155931","DOIUrl":"10.1016/j.tetlet.2025.155931","url":null,"abstract":"<div><div>In this work we demonstrate the regio- and diastereoselective transformation of 2-substituted-3-nitro-2<em>H</em>-chromenes to cyclopenta[<em>c</em>]chromenes. The synthesis of cyclopenta[<em>c</em>]chromenes based on phosphine-catalyzed [3+2] allene cycloaddition reaction in chloroform. The effect of substituents on the C-2 atom of 3-nitro-2<em>H</em>-chormene was demonstrated. This convenient and simple method allows obtaining functionalized cyclopenta[<em>c</em>]chromenes with yields up to 82 %. Moreover, this protocol has been successfully used in the synthesis of series of trifluoromethyl-containing products, without changing regio- and stereoselectivity of the reaction.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"176 ","pages":"Article 155931"},"PeriodicalIF":1.5,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145789151","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
Erratum to “Direct synthesis of pillar[5]quinone and pillar[6]quinone by CAN oxidation of alkylated pillararenes” [Tetrahedron Lett. 169 (2025) 155739] “烷基化柱芳烃的CAN氧化直接合成柱[5]醌和柱[6]醌”[j] .四面体学报，169(2025):155739。
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-11-22 DOI: 10.1016/j.tetlet.2025.155905
Venkatesh Bollabathini, Kåre B. Jørgensen
{"title":"Erratum to “Direct synthesis of pillar[5]quinone and pillar[6]quinone by CAN oxidation of alkylated pillararenes” [Tetrahedron Lett. 169 (2025) 155739]","authors":"Venkatesh Bollabathini,&nbsp;Kåre B. Jørgensen","doi":"10.1016/j.tetlet.2025.155905","DOIUrl":"10.1016/j.tetlet.2025.155905","url":null,"abstract":"","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155905"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145836441","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
Visible light-driven innovative approaches for the synthesis of quinoline and isoquinoline based heterocycles 可见光驱动合成喹啉和异喹啉杂环化合物的创新方法
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-12-04 DOI: 10.1016/j.tetlet.2025.155922
Ravi Varala , Vittal Seema , Murali Mohan Achari Kamsali , Nahida Kousar , Mohamed Hussein , Mohammed Mujahid Alam
{"title":"Visible light-driven innovative approaches for the synthesis of quinoline and isoquinoline based heterocycles","authors":"Ravi Varala ,&nbsp;Vittal Seema ,&nbsp;Murali Mohan Achari Kamsali ,&nbsp;Nahida Kousar ,&nbsp;Mohamed Hussein ,&nbsp;Mohammed Mujahid Alam","doi":"10.1016/j.tetlet.2025.155922","DOIUrl":"10.1016/j.tetlet.2025.155922","url":null,"abstract":"<div><div>Heterocyclic compounds represent essential frameworks that are prevalent in nature and demonstrate intriguing biological and pharmaceutical properties. Quinoline and isoquinoline derived scaffolds represent a category of <em>N</em>-heterocyclic compounds that exhibit a wide array of biological properties. Reactions mediated by visible light have developed into a formidable instrument in organic synthesis over the last 15 years, transforming the methodologies employed by chemists in tackling complex bond-forming processes.</div><div>This review constitutes the most thorough examination to date of photochemical strategies for the synthesis of quinoline and isoquinoline derivatives, encompassing advancements in this domain from 2021 to the present. The organization is based on the categories of starting compounds, and it delves into synthetic strategies for the target compounds, accompanied by proposed reaction mechanisms. We anticipate that this compilation will inspire chemists to explore innovative, eco-conscious approaches for the synthesis of these and other biologically important nitrogen-rich heterocycles.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155922"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145733302","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
Regio- and stereoselective synthesis of cis-3-amino-β-lactams 区域选择性和立体选择性合成顺-3-氨基β-内酰胺
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-12-09 DOI: 10.1016/j.tetlet.2025.155926
Noriko Okamoto, Chie Nakamo, Keiji Konishi, Takuya Sueda
{"title":"Regio- and stereoselective synthesis of cis-3-amino-β-lactams","authors":"Noriko Okamoto,&nbsp;Chie Nakamo,&nbsp;Keiji Konishi,&nbsp;Takuya Sueda","doi":"10.1016/j.tetlet.2025.155926","DOIUrl":"10.1016/j.tetlet.2025.155926","url":null,"abstract":"<div><div>A highly diastereoselective synthesis of 3-phthalimido-substituted <em>cis</em>-β-lactam through an ynimide-Kinugasa reaction is reported. This transformation is noteworthy because it offers straightforward access to 3-amino-substituted <em>cis</em>-β-lactams. These compounds are otherwise difficult to obtain: the ynamide–Kinugasa reaction requires harsh deprotection conditions, whereas the Staudinger ketene–imine cycloaddition predominantly furnishes <em>trans</em>-β-lactams.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155926"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145733297","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
Selectfluor-mediated regioselective synthesis of 3-Hydroxy-3-acylisoinolin-1-ones from 2-(1-alkynyl)benzamides 用2-（1-炔基）苯酰胺选择性合成3-羟基-3-酰基异油苷-1- 1
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-12-11 DOI: 10.1016/j.tetlet.2025.155927
Kunal Madaan, Ram Singh
{"title":"Selectfluor-mediated regioselective synthesis of 3-Hydroxy-3-acylisoinolin-1-ones from 2-(1-alkynyl)benzamides","authors":"Kunal Madaan,&nbsp;Ram Singh","doi":"10.1016/j.tetlet.2025.155927","DOIUrl":"10.1016/j.tetlet.2025.155927","url":null,"abstract":"<div><div>In this work, we have reported the synthesis of 3-hydroxy-3-acylisoinolin-1-ones from 2-(1-alkynyl)benzamides mediated by Selectfluor. This facile and novel methodology affords various 3-hydroxy-3-acylisoinolin-1-ones with yields of 73–85 % in 5 h. In this method, cyclization, oxidation, and hydroxylation of 2-(1-alkynyl)benzamides takes place in one pot single step. Control experiments were performed to understand and propose the mechanism of this novel synthetic route.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155927"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145733299","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
Corrigendum to “Pd(II)-catalyzed enantioselective C(sp2)–H ortho arylation toward the synthesis of P-stereogenic phosphinamides” [Tetrahedron Lett. 174 (2026) 155898] Pd（II）催化对映选择性C(sp2) -H邻位芳基化合成p -立体磷酸酰胺的更正[四面体快报，174 (2026)155898]
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-12-10 DOI: 10.1016/j.tetlet.2025.155924
Peng Xu , Yu-Xing Chen , Xuan Ni , Xu-Long Qin
{"title":"Corrigendum to “Pd(II)-catalyzed enantioselective C(sp2)–H ortho arylation toward the synthesis of P-stereogenic phosphinamides” [Tetrahedron Lett. 174 (2026) 155898]","authors":"Peng Xu ,&nbsp;Yu-Xing Chen ,&nbsp;Xuan Ni ,&nbsp;Xu-Long Qin","doi":"10.1016/j.tetlet.2025.155924","DOIUrl":"10.1016/j.tetlet.2025.155924","url":null,"abstract":"","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155924"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145836443","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
Base-promoted thermal cyclodebromination of β, β-dibrominated secondary enamides to 2,4-disubstituted oxazoles 碱促进β， β-二溴化仲胺热环溴化合成2,4-二取代恶唑
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2026-02-01 Epub Date: 2025-11-29 DOI: 10.1016/j.tetlet.2025.155910
Mengzhu Yu , Guangwei Yin , Yudi Hao , Xiaohui Yan , Fangyi Li
{"title":"Base-promoted thermal cyclodebromination of β, β-dibrominated secondary enamides to 2,4-disubstituted oxazoles","authors":"Mengzhu Yu ,&nbsp;Guangwei Yin ,&nbsp;Yudi Hao ,&nbsp;Xiaohui Yan ,&nbsp;Fangyi Li","doi":"10.1016/j.tetlet.2025.155910","DOIUrl":"10.1016/j.tetlet.2025.155910","url":null,"abstract":"<div><div>A new method has been developed for synthesizing 2,4-disubstituted oxazoles through base-promoted thermal cyclodebromination of β, β-dibrominated secondary enamides. This method does not require a transition metal or any external oxidants. Mechanistically, it is believed that the reaction is initiated by deprotonation of the secondary enamides, followed by a series of bond cleavage and formation events under thermal condition. Control experiments provided significant insights into the mechanism.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"175 ","pages":"Article 155910"},"PeriodicalIF":1.5,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145681799","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
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