Tetrahedron最新文献_第8页

Visible-light-promoted synthesis of diaryl ethers from nitroarenes and phenols 可见光促进硝基芳烃和苯酚合成二芳醚

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-12-02 DOI: 10.1016/j.tet.2025.135067

Qing Shen , Shuangqiao Li , Xianglin Zhong , Yang-Bao Miao , Jiahong Li

引用次数: 0

Green-light/oxygen cooperative RFTA catalysis: One-pot debenzylation-acylation of N-benzyltetrahydroisoquinolines to access 3,4-dihydroisoquinolin-1(2H)-one 绿光/氧协同RFTA催化：n-苄基四氢异喹啉的一锅脱苯酰化反应得到3,4-二氢异喹啉-1(2H)- 1

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-29 DOI: 10.1016/j.tet.2025.135073

Hao Lan , Lei Ding , Yuhan Wang , Yunfei Li , Yu Lin , Weizhi Sun , Long Jiang , Chao Xu

{"title":"Green-light/oxygen cooperative RFTA catalysis: One-pot debenzylation-acylation of N-benzyltetrahydroisoquinolines to access 3,4-dihydroisoquinolin-1(2H)-one","authors":"Hao Lan , Lei Ding , Yuhan Wang , Yunfei Li , Yu Lin , Weizhi Sun , Long Jiang , Chao Xu","doi":"10.1016/j.tet.2025.135073","DOIUrl":"10.1016/j.tet.2025.135073","url":null,"abstract":"<div><div>Riboflavin 2′,3′,4′,5′-tetraacetate (RFTA) is a classic enzyme-mimetic photocatalyst that has demonstrated excellent catalytic performance in various oxidation reactions. In this study, we found that RFTA, in the presence of visible light and oxygen, can promote the cleavage of C(sp<sup>3</sup>)-N bonds and achieve one-pot oxidative amidation to construct 3,4-dihydroisoquinolin-1(2H)-one, a heterocyclic core widely present in many bioactive molecules, with a yield of 72 %. The reaction proceeds smoothly at room temperature and atmospheric pressure under 520 nm light irradiation using N-benzyl-1,2,3,4-tetrahydroisoquinoline as the substrate, without the need for precious metals, stoichiometric oxidants, or added bases, and is operationally simple. Preliminary mechanistic studies suggest that the reaction may first undergo single-electron transfer (SET), followed by a light-induced proton-coupled electron transfer (PCET) process, which cooperatively achieves the selective cleavage of the C(sp<sup>3</sup>)-N bond and the site-specific oxidation of the C(sp<sup>3</sup>)-H bond, thereby obtaining high chemical selectivity. Although this method still has certain limitations, we hope that this initial exploration can provide a useful supplement to the application of RFTA in biomimetic photocatalysis and offer a mild and practical new strategy for the synthesis of dihydroisoquinolinone skeletons with drug value.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135073"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145682374","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 polysubstituted cyclopropanes via [2 + 1] cycloaddition reaction of acyclic α,β-unsaturated imines with α-bromomalonate 无环α，β-不饱和亚胺与α-溴丙酸盐[2 + 1]环加成反应合成多取代环丙烷

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-28 DOI: 10.1016/j.tet.2025.135072

Kai-Kai Wang , Qing Xu , Xia-Shi Gao , Liang-Man Wu , Yue-Yao Ma , Li-Fang Yang , Rongxiang Chen

引用次数: 0

A new synthesis process of N-sulfonyl pyrazoles from sulfonyl hydrazines and β-diketones promoted by deep eutectic solvents 以磺酰肼和β-二酮为原料，在深度共晶溶剂催化下合成n -磺酰吡唑

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-26 DOI: 10.1016/j.tet.2025.135071

Tongyue Wu , Zhuoran Sun , Yuxin Cheng , Xu Zhu , Zhi Li , Yongheng Shi , Jingli Liu , Hui Guo , Hao Yan

引用次数: 0

β-formyl-β-nitroenamine: A user-friendly synthetic tool with versatile reactivities β-甲酰基-β-硝基胺：一个用户友好的合成工具，具有多种反应性

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-19 DOI: 10.1016/j.tet.2025.135056

Nagatoshi Nishiwaki

引用次数: 0

Metal-catalyzed azide-alkyne cycloaddition-click chemistry: an update (2016–2025) 金属催化叠氮化物-炔环加成-点击化学：更新（2016-2025）

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-21 DOI: 10.1016/j.tet.2025.135061

Subhasis Samai , Sanghamitra Atta , Maya Shankar Singh

{"title":"Metal-catalyzed azide-alkyne cycloaddition-click chemistry: an update (2016–2025)","authors":"Subhasis Samai , Sanghamitra Atta , Maya Shankar Singh","doi":"10.1016/j.tet.2025.135061","DOIUrl":"10.1016/j.tet.2025.135061","url":null,"abstract":"<div><div>In 2002, the ground-breaking concept, known as Click Chemistry, was independently presented by Sharpless and Meldal. The reaction involves the advent of Cu(I)-catalyzed Huisgen type 1,3-dipolar cycloaddition known as copper-catalyzed azide-alkyne cycloaddition (CuAAC) to yield the 1,4-disubstituted 1,2,3 triazoles in a regioselective manner. Later on, several other metals such as Ni, Rh, Ir, Zn, Ag etc. are used, and non-metal pathways like the electrochemical method and thermal method have also been developed for the azide-alkyne cycloaddition (AAC). Click chemistry promotes chemical reactions that enable the connection of two species in a simple and selective way, with few or no by-products under mild conditions. The extensive applications of this reaction in several industries have made it a booming research area. Due to the triazole linkage's characteristics as a peptide mimic, this chemistry also facilitates bioconjugation and peptide ligation. Herein, we have summarized all the emerging methodologies developed during 2016–2025 with an enduring description. This review will be very useful to synthetic/medicinal chemists, researchers of materials science, and in the catalysis domains.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135061"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145622336","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

Ferrocene terminated aromatic dendrons for the construction of Janus dendrimers. Synthesis and electrochemical study 二茂铁端接芳香树突以构建Janus树状大分子。合成及电化学研究

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-12-01 DOI: 10.1016/j.tet.2025.135085

Irina Yu. Krasnova, Nina V. Kuchkina, Elena S. Chamkina, Dmitry Yu. Antonov, Alexandr A. Chamkin, Zinaida B. Shifrina

{"title":"Ferrocene terminated aromatic dendrons for the construction of Janus dendrimers. Synthesis and electrochemical study","authors":"Irina Yu. Krasnova, Nina V. Kuchkina, Elena S. Chamkina, Dmitry Yu. Antonov, Alexandr A. Chamkin, Zinaida B. Shifrina","doi":"10.1016/j.tet.2025.135085","DOIUrl":"10.1016/j.tet.2025.135085","url":null,"abstract":"<div><div>A series of ferrocenyl-functionalized dendrons were synthesized as model precursors for redox-active Janus dendrimers with rigid rylene chromophore cores. Azidoferrocenes incorporating methylene, hexyl, or undecyl spacers were obtained via acylation–reduction–azidation sequences and subsequently conjugated to phenylene-based ethynyl dendrons through Cu(I)-catalyzed azide–alkyne cycloaddition, affording dendritic architectures with high structural definition. Comprehensive characterization by NMR spectroscopy and MALDI-ToF mass spectrometry confirmed the successful incorporation of ferrocenyl termini. Cyclic voltammetry revealed a single, chemically reversible one-electron oxidation wave for all compounds, consistent with non-interacting ferrocenyl sites. For dendrons bearing extended alkyl linkers (7, 7 N, 8, 8 N), the redox processes were fully reversible and diffusion-controlled, in agreement with efficient intramolecular electron transfer (electron-hopping). In contrast, dendrons with short methylene spacers (6, 6 N) exhibited broadened voltammetric profiles and increased ΔEp at high scan rates, indicative of hindered charge transfer kinetics imposed by proximal triazole groups. Pyridyl substitution had negligible electronic effects but imparted tunable solubility. These findings establish clear structure–redox correlations and provide a robust foundation for the future construction of multifunctional Janus dendrimers integrating ferrocenyl dendrons with rylene-based fluorescent and photothermal cores.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135085"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145733908","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

Recent synthetic innovations in Stille coupling reaction: A review Stille偶联反应合成新进展综述

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-12-02 DOI: 10.1016/j.tet.2025.135074

Laiba Anwar , Sajjad Ahmad , Kulsoom Ghulam Ali , Bushra Parveen , Ameer Fawad Zahoor , Syed Ali Raza Naqvi , Jaweriya Ashraf , Usman Nazeer

{"title":"Recent synthetic innovations in Stille coupling reaction: A review","authors":"Laiba Anwar , Sajjad Ahmad , Kulsoom Ghulam Ali , Bushra Parveen , Ameer Fawad Zahoor , Syed Ali Raza Naqvi , Jaweriya Ashraf , Usman Nazeer","doi":"10.1016/j.tet.2025.135074","DOIUrl":"10.1016/j.tet.2025.135074","url":null,"abstract":"<div><div>The Stille coupling reaction has garnered significant interest as an innovative approach for forming carbon-carbon bonds due to its broad substrate scope and the stability of organotin compounds. Traditionally reliant on palladium-based homogeneous catalysis, recent developments have explored heterogeneous catalytic systems that utilize transition metals and their nanoparticles to enhance sustainability, cost-effectiveness and ease of recovery. Metal-based nanoparticles (Pd, Au and Cu) with high surface-to-volume ratio and excellent catalytic activity offer various advantages including enhanced thermal stability, reduced metal leaching, facile catalyst recovery and reusability in heterogeneous catalysis. The Stille reaction has also been extensively employed in the synthesis of natural products. This review summarizes the recent advancements in metallic systems and their nanoparticles-mediated Stille coupling reactions covering literature from 2015 to 2025. Moreover, relevant reaction mechanisms and applications have also been discussed.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135074"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145733906","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

The named reaction toolbox for COF synthesis: controlling crystallinity, stability, and performance COF合成的命名反应工具箱：控制结晶度、稳定性和性能

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-11-24 DOI: 10.1016/j.tet.2025.135070

Karishma Tiwari , Garima Pandey

{"title":"The named reaction toolbox for COF synthesis: controlling crystallinity, stability, and performance","authors":"Karishma Tiwari , Garima Pandey","doi":"10.1016/j.tet.2025.135070","DOIUrl":"10.1016/j.tet.2025.135070","url":null,"abstract":"<div><div>Covalent organic frameworks (COFs) have rapidly emerged as a versatile class of highly crystalline porous polymers with tunable functionalities showing broad applications in the field of gas storage, catalysis, energy storage, sensing, drug delivery, and hydrogen evolution, etc. Fundamental to COF Chemistry is dynamic covalent chemistry (DCC), which allows error corrections during reversible bond formation to produce well-ordered frameworks. Several named reactions governed by DCC have been exploited for COF synthesis. This review provides a critical evaluation of fundamental reversible boronic acid condensation and key named reactions, including highly reversible Schiff base condensation, as well as reactions with low to moderate reversibility or irreversible nature, particularly Knoevenagel condensation, aldol condensation, Horner–Wadsworth–Emmons (HWE) condensation, Suzuki-type cross-coupling, Sonogashira coupling, and the aza-Diels–Alder reaction. Each of these reactions yields COFs with distinct structures and functionalities determined by the extent of their reaction reversibility. COFs synthesized through reversible condensation exhibit high crystallinity but limited stability, whereas frameworks produced by an irreversible approach show enhanced stability at the expense of crystallinity. Moreover, robustness in COFs can be improved by combining reversible and irreversible reactions or through post-synthetic modifications.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135070"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145622335","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

Visible-light-induced ligand-to-metal charge transfer in synergistic catalysis with earth-abundant 3d transition metals: A new paradigm for sustainable organic synthesis 可见光诱导配体到金属的电荷转移与地球丰富的三维过渡金属协同催化：可持续有机合成的新范式

IF 2.2 3区化学

Tetrahedron Pub Date : 2026-03-01 Epub Date: 2025-12-13 DOI: 10.1016/j.tet.2025.135087

Siyi Qin , Mingyang Yang , Xun Yang, Jingshu Han, Haiyan Li, Wengui Duan, Lin Yu

{"title":"Visible-light-induced ligand-to-metal charge transfer in synergistic catalysis with earth-abundant 3d transition metals: A new paradigm for sustainable organic synthesis","authors":"Siyi Qin , Mingyang Yang , Xun Yang, Jingshu Han, Haiyan Li, Wengui Duan, Lin Yu","doi":"10.1016/j.tet.2025.135087","DOIUrl":"10.1016/j.tet.2025.135087","url":null,"abstract":"<div><div>Ligand-to-metal charge transfer (LMCT) photocatalysis has emerged as a transformative strategy in synthetic organic chemistry. This review summaries the synergistic integration of photoinduced LMCT processes with earth-abundant transition-metal catalysis, highlighting a sustainable paradigm that addresses longstanding challenges in organic synthesis. Unlike traditional photoredox systems that rely on expensive noble metal (such as ruthenium and iridium) complexes, LMCT photocatalysis utilizes complexes formed between organic ligands and first-row transition metals (iron, copper, cobalt, and lanthanide cerium), which generate reactive radical intermediates under mild conditions upon visible light irradiation. The combination of LMCT photocatalysis with transition-metal catalysis creates powerful dual platforms that enable challenging transformations by merging radical-generating capabilities with the coordination and bond-forming abilities of nickel, copper, cobalt, manganese, chromium, and titanium catalysts. These systems operate through sophisticated mechanisms where photogenerated radical species interact with transition metal centers to access novel reaction pathways inaccessible to either catalytic system alone. This review analyzes recent developments in dual LMCT/transition-metal catalytic systems, examining their mechanisms, substrate scope, functional group compatibility, and synthetic utility. We highlight how these sustainable catalytic platforms have enabled challenging cross-coupling reactions, C–H functionalizations, and cascade transformations under remarkably mild conditions. Finally, we discuss current limitations and opportunities in this rapidly evolving field, with particular emphasis on expanding reaction scope, enhancing stereoselectivity, and advancing green chemistry principles.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"191 ","pages":"Article 135087"},"PeriodicalIF":2.2,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145786965","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