发布求助
文献互助 智能选刊 最新文献

Tetrahedron chem最新文献

筛选
英文 中文
A mechanistic perspective on the chemistry of biocatalytic desaturation 生物催化脱饱和的机理研究
Tetrahedron chem Pub Date : 2025-09-23 DOI: 10.1016/j.tchem.2025.100148
Yueyue Zhu , Weilin Wu , Shixuan Cao, Yuxuan Ye
{"title":"A mechanistic perspective on the chemistry of biocatalytic desaturation","authors":"Yueyue Zhu ,&nbsp;Weilin Wu ,&nbsp;Shixuan Cao,&nbsp;Yuxuan Ye","doi":"10.1016/j.tchem.2025.100148","DOIUrl":"10.1016/j.tchem.2025.100148","url":null,"abstract":"<div><div>Desaturation is a fundamental transformation in both synthetic organic chemistry and essential biological processes. While chemical desaturation methods exhibit broad substrate tolerance, they often suffer from harsh reaction conditions and unsatisfactory selectivity. In contrast, natural desaturases achieve dehydrogenation with unrivalled regio- and stereoselectivity under mild conditions but are largely confined to their evolutionary substrates. In this review, we discuss enzymatic desaturations from the perspective of the reaction mechanism and compare them with chemical methods. This review highlights the different strategies that Nature and chemists use to execute this important transformation and shines light on future development of novel desaturation techniques.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"16 ","pages":"Article 100148"},"PeriodicalIF":0.0,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145160152","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Multifaceted reactivity of benzimidazoline as an electron donor, a hydride donor, and a catalyst 苯并咪唑啉作为电子给体、氢化物给体和催化剂的多方面反应性
Tetrahedron chem Pub Date : 2025-09-17 DOI: 10.1016/j.tchem.2025.100147
Tatsuhiro Harada, Suguru Murakami, Ryosuke Matsubara
{"title":"Multifaceted reactivity of benzimidazoline as an electron donor, a hydride donor, and a catalyst","authors":"Tatsuhiro Harada,&nbsp;Suguru Murakami,&nbsp;Ryosuke Matsubara","doi":"10.1016/j.tchem.2025.100147","DOIUrl":"10.1016/j.tchem.2025.100147","url":null,"abstract":"<div><div>Organic hydrides are metal-free, sustainable reductants with broad structural diversity and tunable reactivity. Among them, 1,3-dimethylbenzimidazoline (BIH) stands out as one of the most potent C–H-based reducing agents. This review highlights the distinct properties of BIH that enable its versatile functionality as a hydride, electron, and hydrogen atom donor and summarizes its stoichiometric and catalytic applications in organic synthesis and CO<sub>2</sub> reduction. Recent advances in BIH regeneration strategies based on chemical, electrochemical, and photochemical methods are also discussed, emphasizing their relevance to sustainable catalysis. Particular attention has been paid to photochemical regeneration systems that enable visible light-driven catalytic cycles, including photosensitizer-free systems. These insights provide a foundation for the future development of BIH-based redox systems within green and efficient synthetic methodologies.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"16 ","pages":"Article 100147"},"PeriodicalIF":0.0,"publicationDate":"2025-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145110211","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Enantioselective Ni-catalyzed reductive cross-coupling of propargyl halides with vinyl halides to skipped enynes 镍催化异丙基卤化物与乙烯基卤化物的对映选择性交叉偶联反应
Tetrahedron chem Pub Date : 2025-09-01 DOI: 10.1016/j.tchem.2025.100145
Hang Zhou, Yuchi Zhao, Guangxia Wang, Zhonglin Tao
{"title":"Enantioselective Ni-catalyzed reductive cross-coupling of propargyl halides with vinyl halides to skipped enynes","authors":"Hang Zhou,&nbsp;Yuchi Zhao,&nbsp;Guangxia Wang,&nbsp;Zhonglin Tao","doi":"10.1016/j.tchem.2025.100145","DOIUrl":"10.1016/j.tchem.2025.100145","url":null,"abstract":"<div><div>Skipped enynes represent valuable structural motifs in synthetic chemistry due to their unique reactivity and prevalence in complex molecules. Herein, we describe a streamlined approach for the enantioselective synthesis of chiral skipped enynes via nickel-catalyzed asymmetric reductive cross-coupling between propargyl halides and vinyl halides. This transformation offers several notable advantages, including the use of readily available starting materials, mild reaction conditions, broad functional group tolerance, and potential for diverse downstream functionalizations.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100145"},"PeriodicalIF":0.0,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144925652","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Three-component redox-neutral alkene difunctionalization by radical copper catalysis 自由基铜催化三组分氧化还原-中性烯烃双官能化
Tetrahedron chem Pub Date : 2025-08-27 DOI: 10.1016/j.tchem.2025.100144
Zhiming Feng , Jincai Zheng , Wei Zhou , Cong-Ying Zhou , Chengming Wang
{"title":"Three-component redox-neutral alkene difunctionalization by radical copper catalysis","authors":"Zhiming Feng ,&nbsp;Jincai Zheng ,&nbsp;Wei Zhou ,&nbsp;Cong-Ying Zhou ,&nbsp;Chengming Wang","doi":"10.1016/j.tchem.2025.100144","DOIUrl":"10.1016/j.tchem.2025.100144","url":null,"abstract":"<div><div>Three-component olefin difunctionalization represents a powerful strategy for constructing complex organic molecules. However, its advancement has been constrained by persistent challenges in chemoselectivity, environmental sustainability, and cost efficiency. The synergistic integration of cost-effective copper catalysis with radical chemistry offers a promising approach to address these limitations. This review provides a comprehensive analysis of copper-catalyzed, redox-neutral three-component olefin difunctionalization reactions, systematically examining both the diverse reaction types and their underlying mechanisms.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100144"},"PeriodicalIF":0.0,"publicationDate":"2025-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144912864","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Phosphorus fluoride exchange chemistry: An emerging strategy for covalent drug discovery 磷氟交换化学：共价药物发现的新策略
Tetrahedron chem Pub Date : 2025-08-22 DOI: 10.1016/j.tchem.2025.100143
Shuyue Yang , Yongkuan Li , Lingyun Yang, Bingchen Yu
{"title":"Phosphorus fluoride exchange chemistry: An emerging strategy for covalent drug discovery","authors":"Shuyue Yang ,&nbsp;Yongkuan Li ,&nbsp;Lingyun Yang,&nbsp;Bingchen Yu","doi":"10.1016/j.tchem.2025.100143","DOIUrl":"10.1016/j.tchem.2025.100143","url":null,"abstract":"<div><div>As a next-generation click chemistry platform, Phosphorus Fluoride Exchange (PFEx) involves the substitution of P(V)–F bonds with nucleophiles to form stable P(V)–O and P(V)–N linkages. Aryl phosphoramidofluoridates, key PFEx substrates, exhibit remarkable stability against hydrolysis and maintain integrity in complex biological environments. Despite this stability, they can react with nucleophilic amino acid residues such as lysine (Lys), histidine (His), tyrosine (Tyr), and cysteine (Cys) through proximity-enabled reactivity. Such features make PFEx chemistry a promising approach for designing novel covalent warheads. Similar to Sulfur (VI) Fluoride Exchange (SuFEx), PFEx is expected to have broad application in materials science, drug discovery, and chemical biology. In this perspective, we highlight PFEx as an emerging strategy for covalent warhead development. We begin by introducing the synthesis, stability, and reactivity of PFEx substrates. Next, we discuss proximity-enabled PFEx and its applications in creating covalent linkages with proteins under biocompatible conditions. Finally, we explore how PFEx can expand the current covalent warhead repertoire and outline key challenges and opportunities for its translation from bench to bedside.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100143"},"PeriodicalIF":0.0,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144917124","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Co-catalyzed sp3-sp3 coupling enabled by hydrofunctionalization of alkenes with nucleophiles 通过烯烃与亲核试剂的加氢官能化，共催化sp3-sp3偶联
Tetrahedron chem Pub Date : 2025-06-20 DOI: 10.1016/j.tchem.2025.100142
Li-Xia Liu , Muneer-ul-Shafi Bhat , Yu-Long Li , Wei Shu
{"title":"Co-catalyzed sp3-sp3 coupling enabled by hydrofunctionalization of alkenes with nucleophiles","authors":"Li-Xia Liu ,&nbsp;Muneer-ul-Shafi Bhat ,&nbsp;Yu-Long Li ,&nbsp;Wei Shu","doi":"10.1016/j.tchem.2025.100142","DOIUrl":"10.1016/j.tchem.2025.100142","url":null,"abstract":"<div><div>Complementary to classical transition-metal-catalyzed cross-coupling reactions, transition-metal-catalyzed hydrofunctionalization of alkenes has emerged as a powerful strategy for direct and rapid construction of <em>sp</em><sup>3</sup>-<em>sp</em><sup>3</sup> linkages. Among various metals, cobalt has been widely used as a catalyst in the hydrofunctionalization of alkenes, demonstrating versatile catalytic reactivity for both electrophiles and nucleophiles to forge <em>sp</em><sup>3</sup>-<em>sp</em><sup>3</sup> bonds. When employing nucleophiles as coupling partners, the hydrofunctionalization reactions usually requires the addition of oxidants, due to the presence of nucleophilic intermediate generated through cobalt-hydride-mediated hydrogen atom transfer (HAT) with alkenes. Cobalt-catalyzed hydrofunctionalizations of alkenes with nucleophiles represent an interesting and emerging strategy due to the use of both reductant and oxidant. This review summarizes the recent development of Co-catalyzed hydrofunctionalization of alkenes with nucleophiles, focusing on the construction of various C(<em>sp</em><sup>3</sup>)-X(<em>sp</em><sup>3</sup>) bonds (X = N, O, S, F). Future direction of this strategy to broaden the scope of <em>sp</em><sup>3</sup>-<em>sp</em><sup>3</sup> bond formation is also discussed.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100142"},"PeriodicalIF":0.0,"publicationDate":"2025-06-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144366901","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Construction of C–S bond via reductive cross-coupling 还原交叉偶联法构建C-S键
Tetrahedron chem Pub Date : 2025-06-18 DOI: 10.1016/j.tchem.2025.100141
Muhammad Bilal, Xiao-Bo Liu, Yu-Feng Liang
{"title":"Construction of C–S bond via reductive cross-coupling","authors":"Muhammad Bilal,&nbsp;Xiao-Bo Liu,&nbsp;Yu-Feng Liang","doi":"10.1016/j.tchem.2025.100141","DOIUrl":"10.1016/j.tchem.2025.100141","url":null,"abstract":"<div><div>Sulfur-containing compounds have attracted considerable interest due to their varied applications in natural products, agriculture, pharmaceuticals, and organic materials. The development of rapid and efficient synthesis and transformation methods for these compounds is essential. The reductive coupling of electrophiles has emerged as a potent strategy for constructing sulfur-based molecules. While significant advancements have been achieved in cross-coupling reactions involving organic pseudohalides and halides, there is an increasing focus on reactions with more accessible, cost-effective, stable, yet less reactive electrophiles. This review majorly emphasizes the integration of cheap metals including nickel, cobalt iron and copper, electrochemical or photochemical reactions, and catalyst-free reductive cross-coupling techniques for the preparation of thioethers, disulfides, sulfones, and thioesters. It also examines the mechanistic insights underlying these strategies, thereby enhancing our comprehension of their potential for a broad spectrum of synthetic applications.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100141"},"PeriodicalIF":0.0,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144321190","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Interview with the 2025 Tetrahedron young investigator award for organic synthesis 采访2025年有机合成四面体青年研究者奖
Tetrahedron chem Pub Date : 2025-06-13 DOI: 10.1016/j.tchem.2025.100140
Song Lin, Wing Ho So, Jun Kee Cheng
{"title":"Interview with the 2025 Tetrahedron young investigator award for organic synthesis","authors":"Song Lin,&nbsp;Wing Ho So,&nbsp;Jun Kee Cheng","doi":"10.1016/j.tchem.2025.100140","DOIUrl":"10.1016/j.tchem.2025.100140","url":null,"abstract":"","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100140"},"PeriodicalIF":0.0,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144517716","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Rapid access to phenanthrene-based fused lactones via C(sp3)–H bond functionalization initiated triple ring construction 通过C(sp3) -氢键功能化快速获得基于菲的熔融内酯，引发了三环结构
Tetrahedron chem Pub Date : 2025-06-10 DOI: 10.1016/j.tchem.2025.100138
Ryosei Koyama , Takayuki Matsuno , Masahiro Anada , Shunsuke Sueki , Kosho Makino , Tomoko Kawasaki-Takasuka , Keiji Mori
{"title":"Rapid access to phenanthrene-based fused lactones via C(sp3)–H bond functionalization initiated triple ring construction","authors":"Ryosei Koyama ,&nbsp;Takayuki Matsuno ,&nbsp;Masahiro Anada ,&nbsp;Shunsuke Sueki ,&nbsp;Kosho Makino ,&nbsp;Tomoko Kawasaki-Takasuka ,&nbsp;Keiji Mori","doi":"10.1016/j.tchem.2025.100138","DOIUrl":"10.1016/j.tchem.2025.100138","url":null,"abstract":"<div><div>We report the formation of phenanthrene-based fused lactone derivatives based on C(sp<sup>3</sup>)–H bond functionalization initiated triple ring construction. Employing a stoichiometric amount of Bi(OTf)<sub>3</sub> was the key to the success of the present reaction. The reaction was stopped in the double ring construction under catalytic conditions. A detailed examination suggested that selecting an alkyl group adjacent to a methoxy group was critical to achieving the third cyclization (lactonization).</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100138"},"PeriodicalIF":0.0,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144263172","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent advances in asymmetric [2+1] cycloaddition with α-cyano diazo compounds [2+1]不对称环加成与α-氰基重氮化合物的研究进展
Tetrahedron chem Pub Date : 2025-06-07 DOI: 10.1016/j.tchem.2025.100137
Shuicai Chen , Qiuzhan Huang , Xiaoyu Ren , Zhen Guo , Chengming Wang , Cong-Ying Zhou
{"title":"Recent advances in asymmetric [2+1] cycloaddition with α-cyano diazo compounds","authors":"Shuicai Chen ,&nbsp;Qiuzhan Huang ,&nbsp;Xiaoyu Ren ,&nbsp;Zhen Guo ,&nbsp;Chengming Wang ,&nbsp;Cong-Ying Zhou","doi":"10.1016/j.tchem.2025.100137","DOIUrl":"10.1016/j.tchem.2025.100137","url":null,"abstract":"<div><div>The asymmetric [2 + 1] cycloaddition of α-cyano diazo compounds has emerged as an efficient and versatile strategy for synthesizing cyano-substituted cyclopropanes, which are valuable scaffolds in medicinal chemistry, materials science, and natural product synthesis. The unique electrophilicity and planar conjugation of cyano-substituted carbenes have enabled highly selective [2 + 1] cycloaddition reactions with a wide range of substrates, including alkenes, alkynes, allenes, and aromatic compounds. Recent advancements in catalyst design, particularly the use of dirhodium(II) complexes, cobalt(II) porphyrins, and biocatalysts like engineered myoglobin, have achieved remarkable levels of enantioselectivity and diastereoselectivity. These methodologies have not only expanded the synthetic scope but also revealed mechanistic insights into carbene transfer reactions, such as the influence of π–π stacking and hydrogen bonding on stereoselectivity. Despite these successes, challenges remain in addressing substrate limitations, enhancing reaction efficiency under mild and sustainable conditions, and exploring new applications in drug discovery and beyond. This review highlights the latest developments in this field, providing a foundation for future research into the design of novel catalytic systems and the broader utilization of α-cyano diazo compounds in synthetic organic chemistry.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100137"},"PeriodicalIF":0.0,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144288970","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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