Tetrahedron最新文献_第6页

Total synthesis of orychophragine D via intramolecular Mitsunobu reaction and its radioprotective activity 分子内Mitsunobu反应合成羊藿苷D及其辐射防护活性

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-27 DOI: 10.1016/j.tet.2025.134902

Chun-Bo Ge , Si-Fan Liu , Zhi-Yan Zhang , Rui-Hong Li , Min Li , Zi-Ming Xia , Bin Li , Ying Tian , Guang-Jie Zhang , Shu-Chen Liu

引用次数: 0

New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants 一类新的4,5-环合双环苯并亚胺。辛多酚亚胺作为植物逆境保护剂的有效性评价

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-27 DOI: 10.1016/j.tet.2025.134904

Natalia V. Kalganova , Alena Soboleva , Ivan Godovikov , Tatiana Bilova , Andrej Frolov , Ludger Wessjohann , Il'ya A. Cherepanov

引用次数: 0

Viewing the Ritter reaction through single electron transfer lenses 通过单电子转移透镜观察里特反应

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-27 DOI: 10.1016/j.tet.2025.134907

Apurba Samanta, Saradindu Debnath, Palash Roy, Soumitra Maity

{"title":"Viewing the Ritter reaction through single electron transfer lenses","authors":"Apurba Samanta, Saradindu Debnath, Palash Roy, Soumitra Maity","doi":"10.1016/j.tet.2025.134907","DOIUrl":"10.1016/j.tet.2025.134907","url":null,"abstract":"<div><div>Ritter reaction presents itself as the modern workhorse of amination reactions. What started as the amidation of tertiary carbon centres has spread to alkenes, carboxylic acids, as well as alkanes. The last decade has seen a tremendous increase in the utilization of Single Electron Transfer (SET) techniques in organic synthesis. Ritter amination has evolved along these lines as well, providing an unparalleled platform for incorporating amines into substrates of various types. In addition to photoredox and electrocatalytic niches, such SET-mediated reactions have been elegantly achieved using conventional oxidants, organocatalysts and transition metal-based complexes. In this review we present an in-depth discussion about the various reports on SET-based Ritter aminations, placing emphasis on the transition metal-mediated, organocatalytic, and conventional oxidant-based procedures in addition to the photoredox ones. The review is divided into two categories namely <em>Ritter amination of alkenes</em> and <em>Ritter amination of sp</em><sup><em>3</em></sup><em>-C centres</em> which are further sub-categorized appropriately with respect to the types of reactions.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134907"},"PeriodicalIF":2.2,"publicationDate":"2025-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144926455","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

Application of 1,3-disubstituted thioureas as a key synthons for the synthesis of novel 5,7-disubstituted perhydroimidazo[4,5-e][1,2,4]triazinethiones 应用1,3-二取代硫脲作为合成新型5,7-二取代过氢咪唑[4,5-e][1,2,4]三嗪硫酮的关键合成物

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-26 DOI: 10.1016/j.tet.2025.134905

Alexei N. Izmest'ev , Nikita A. Romanov , Andrey A. Streltsov , Natalya G. Kolotyrkina , Angelina N. Kravchenko , Galina A. Gazieva

引用次数: 0

Amide hemiaminals from retro-Claisen ring opening of chiral 2-siloxy-1-cyclobutene-1-carboxamides 手性2-硅氧基-1-环丁烯-1-羧酰胺的反claisen开环酰胺半聚物

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-25 DOI: 10.1016/j.tet.2025.134903

Sipak Joyasawal , Marlyn S. Rada , Hadi Arman , Arnold R. Romero Bohórquez , Michael P. Doyle

引用次数: 0

Synthesis and structure revision of wasulfisides: glucosyl disulfides isolated from wasabi 山葵硫化物的合成及结构修正：从山葵中分离的二硫化物葡萄糖基

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-25 DOI: 10.1016/j.tet.2025.134900

Kenji Kimura, Shinnosuke Wakamori, Ryo Katsuta, Ken Ishigami

引用次数: 0

Synthesis and characterization of octa(aminophenyl) silsesquioxane through amination of octa(nitrophenyl) silsesquioxane using B2(OH)4 at room temperature 用B2(OH)4在室温下胺化八（硝基苯）硅氧烷合成八（氨基苯基）硅氧烷及表征

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-24 DOI: 10.1016/j.tet.2025.134898

Keshan Zhang , Donglin Zhang , Bo Cheng , Wenchao Zhang , Rongjie Yang

{"title":"Synthesis and characterization of octa(aminophenyl) silsesquioxane through amination of octa(nitrophenyl) silsesquioxane using B2(OH)4 at room temperature","authors":"Keshan Zhang , Donglin Zhang , Bo Cheng , Wenchao Zhang , Rongjie Yang","doi":"10.1016/j.tet.2025.134898","DOIUrl":"10.1016/j.tet.2025.134898","url":null,"abstract":"<div><div>Octa(aminophenyl) silsesquioxane (OAPS), a promising polyhedral oligomeric silsesquioxane (POSS) derivative, exhibits exceptional structural and functional properties, making it highly suitable for advanced material applications. In this study, we developed an efficient and sustainable synthesis method for OAPS, utilizing tetrahydroxydiboron [B<sub>2</sub>(OH)<sub>4</sub>] as a reducing agent and 4,4′-bipyridine as a catalytic mediator. This strategy streamlines the synthetic procedure through a metal-free approach, operating under mild conditions while achieving high yields and demonstrating exceptional process stability. Initially, octa(nitrophenyl) silsesquioxane (ONPS) was synthesized as the precursor. Through a comprehensive investigation and evaluation of different reducing agents, catalysts, and their quantities, a novel reduction strategy was developed, enabling the complete and efficient conversion of nitro groups to amino groups. The obtained OAPS was characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR), while matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) confirmed its high purity and structural integrity through molecular weight analysis. A proposed mechanistic pathway for the reduction process, facilitated by the synergistic action of B<sub>2</sub>(OH)<sub>4</sub> and 4,4′-bipyridine, is also proposed. The synthesized OAPS demonstrated remarkable thermal stability, with an initial decomposition temperature of 430.2 °C under nitrogen and 399.3 °C under air, highlighting its excellent performance. This study introduces a scalable and efficient method for OAPS synthesis, with significant potential for industrial applications in advanced materials and nanotechnology.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"186 ","pages":"Article 134898"},"PeriodicalIF":2.2,"publicationDate":"2025-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144902964","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

Selenosulfonation and related processes: Methods, mechanisms and synthetic applications 硒代磺化及其相关工艺：方法、机理及合成应用

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-22 DOI: 10.1016/j.tet.2025.134894

Thomas G. Back

{"title":"Selenosulfonation and related processes: Methods, mechanisms and synthetic applications","authors":"Thomas G. Back","doi":"10.1016/j.tet.2025.134894","DOIUrl":"10.1016/j.tet.2025.134894","url":null,"abstract":"<div><div>Selenosulfonates (RSO<sub>2</sub>SeR’) are versatile reagents that undergo free-radical or electrophilic additions to alkenes, alkynes, allenes and other unsaturated compounds with complementary regioselectivity. Such “selenosulfonations”, thus introduce two orthogonal functionalities that lend themselves to further useful transformations, such as selenoxide eliminations to form unsaturated sulfones and addition-elimination processes with a variety of organometallic reagents and other nucleophiles. The sulfone moiety is capable of stabilizing α-anions for further modification with electrophiles, as well as promoting conjugate additions and facilitating various cycloadditions when adjacent to a double or triple bond. Selenosulfonations of dienes and other polyunsaturated compounds can be employed in radical cyclizations. Furthermore, selenosulfonates serve as selenylating agents capable of introducing selenium substituents, including fluorinated alkylseleno groups, into a wide variety of substrates. The unique properties of selenosulfonates have led to a number of useful photoredox and polymer-supported processes, and have provided unsaturated sulfones for key steps in several total syntheses. While the emphasis of this review is on synthetic methodology, mechanistic explanations and applications to total synthesis are also covered.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134894"},"PeriodicalIF":2.2,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145020123","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

Cobalt-catalyzed N–F bond activation for hydroamination of diazocarbonyl compounds with NFSI 钴催化N-F键活化重氮羰基化合物与NFSI的氢胺化

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-22 DOI: 10.1016/j.tet.2025.134895

Rongxiang Chen, Bingyang Wu, Wenya Liu, Jutuan Xiao, Kai-Kai Wang

引用次数: 0

Progress in synthesis of imidazo-, benzoimidazo- and phenanthroimidazophenanthridine skeletons 咪唑类、苯并咪唑类和苯并咪唑类苯基苯胺类骨架的合成研究进展

IF 2.2 3区化学

Tetrahedron Pub Date : 2025-08-18 DOI: 10.1016/j.tet.2025.134890

Yeming Wang , Chaoqun Zhang , Shizhe Li , Lihui Liu , Xiaodong Feng , Jian-Quan Liu

{"title":"Progress in synthesis of imidazo-, benzoimidazo- and phenanthroimidazophenanthridine skeletons","authors":"Yeming Wang , Chaoqun Zhang , Shizhe Li , Lihui Liu , Xiaodong Feng , Jian-Quan Liu","doi":"10.1016/j.tet.2025.134890","DOIUrl":"10.1016/j.tet.2025.134890","url":null,"abstract":"<div><div>Imidazo-, benzoimidazo-, and phenanthroimidazophenanthridines have emerged as structural motifs of significant interest in organic chemistry due to their versatile applications. These nitrogen-containing heterocycles serve as versatile building blocks for functional materials including organic semiconductors and luminescent materials, while their structural analogs exhibit notable biological activities in natural products and pharmaceutical compounds. The extended π-conjugation systems inherent to these fused polycyclic architectures make them particularly valuable for developing advanced optoelectronic materials, especially high-performance fluorescent and phosphorescent emitters in organic light-emitting diodes (OLEDs). Since their initial synthesis was reported in 1938, considerable efforts have been devoted to developing efficient and practical synthetic strategies for imidazophenanthridines, benzoimidazophenanthridines, phenanthroimidazophenanthridines, and their derivatives. The objective of this spotlight review is to provide a concise overview of the advancements in the synthesis of these frameworks. It encompasses the synthesis of benzo[4,5]imidazo[1,2-<em>f</em>]phenanthridines, imidazophenanthridines, encompassing imidazo[1,2-<em>f</em>]phenanthridines, imidazo[1,5-<em>f</em>]phenanthridines, and zephycandidine A, and phenanthro[9′,10’:4,5]imidazo[1,2-<em>f</em>]phenanthridines. Furthermore, it explores the diverse range of substrates employed, the multifaceted mechanistic pathways involved in these reactions, and other pertinent information.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"187 ","pages":"Article 134890"},"PeriodicalIF":2.2,"publicationDate":"2025-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144912044","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