Asian Journal of Organic Chemistry最新文献

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Brønsted Acid-Catalyzed Regioselective [7+1] Annulation for the Construction of Indole-Fused Oxa-Eight-Membered Rings Brønsted酸催化区域选择性[7+1]环法制备吲哚-氧杂环
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70591
Xuan Li, Na Dong, Rongkang Huang, Jianghao Yan, Xinying Qiao, Shaolin Zhou, Hao Xu
{"title":"Brønsted Acid-Catalyzed Regioselective [7+1] Annulation for the Construction of Indole-Fused Oxa-Eight-Membered Rings","authors":"Xuan Li,&nbsp;Na Dong,&nbsp;Rongkang Huang,&nbsp;Jianghao Yan,&nbsp;Xinying Qiao,&nbsp;Shaolin Zhou,&nbsp;Hao Xu","doi":"10.1002/ajoc.70591","DOIUrl":"https://doi.org/10.1002/ajoc.70591","url":null,"abstract":"<div>\u0000 \u0000 <p>A Brønsted acid-catalyzed regioselective [7+1] annulation of <i>α</i>-aryl-<i>γ</i>-(<i>α</i>-indolyl)phenols with aromatic aldehydes has been developed for the synthesis of indole-fused eight-membered oxacycles. In this transformation, <i>α</i>-aryl-<i>γ</i>-(<i>α</i>-indolyl)phenols function as 1,7-bis-nucleophiles, whereas aromatic aldehydes serve as readily available one-carbon bis-electrophiles. The reaction proceeds under metal-free conditions with broad substrate scope, good functional-group compatibility, and high regioselectivity. This protocol provides an efficient and practical approach to indole-fused eight-membered heterocycles and highlights the utility of aldehydes as versatile building blocks for medium-sized ring synthesis.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356033","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
Multicomponent C─H Annulation of 1,3-Diketones, Alkynes, and Hydrazine to Yield (Cationic) Pyrazolo[5,1-a]isoquinolines 1,3-二酮、炔和肼的多组分C─H环化制(阳离子)吡唑啉[5,1-a]异喹啉
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70590
Fangpeng Liang, Haidan Gao, Dan Yang, Yuqin Wang, Jingjing Huang, Shiqing Li
{"title":"Multicomponent C─H Annulation of 1,3-Diketones, Alkynes, and Hydrazine to Yield (Cationic) Pyrazolo[5,1-a]isoquinolines","authors":"Fangpeng Liang,&nbsp;Haidan Gao,&nbsp;Dan Yang,&nbsp;Yuqin Wang,&nbsp;Jingjing Huang,&nbsp;Shiqing Li","doi":"10.1002/ajoc.70590","DOIUrl":"https://doi.org/10.1002/ajoc.70590","url":null,"abstract":"<div>\u0000 \u0000 <p>Transforming inorganic nitrogen source to complex organic compounds is a basic task in chemistry area. In this study, Rh(III)-catalyzed multicomponent C─H activation and (4+2) annulation reactions of 1,3-diketones, alkynes, and hydrazine hydrate have been disclosed, leading to neutral pyrazolo[5,1-<i>a</i>]isoquinolines (PIQs, <b>3</b>) and cationic PIQs (<b>4</b>) with good yields. The divergency is adjusted by the numbers of the C2-substituents of 1,3-diketones, enabling pyrazolo[5,1-<i>a</i>]isoquinolin-4-ium cations (<b>4</b>) for the first time. Some key intermediates were successfully isolated and characterized by ESI-MS to verify the mechanism. Furthermore, the photophysical properties of the resulting products have been characterized.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356030","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 Systematic DFT Investigation of the Reaction Mechanism and Stereoselectivities in Iron-Catalyzed Reductive Diene Cyclization 铁催化还原二烯环化反应机理和立体选择性的系统DFT研究
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70593
Qian Hu, Wei-Jie Liang, Cheng-Jin Wu, Qi Li, Jie He, Kai Chen
{"title":"A Systematic DFT Investigation of the Reaction Mechanism and Stereoselectivities in Iron-Catalyzed Reductive Diene Cyclization","authors":"Qian Hu,&nbsp;Wei-Jie Liang,&nbsp;Cheng-Jin Wu,&nbsp;Qi Li,&nbsp;Jie He,&nbsp;Kai Chen","doi":"10.1002/ajoc.70593","DOIUrl":"https://doi.org/10.1002/ajoc.70593","url":null,"abstract":"<div>\u0000 \u0000 <p>The reductive olefin-coupling strategy enables the coupling of unactivated olefins with electron-deficient olefins under both intra- and intermolecular conditions, providing efficient access to highly substituted and structurally complex polycyclic frameworks. Herein, density functional theory (DFT) calculations were performed to elucidate the reaction mechanism of the Fe(acac)<sub>3</sub>-catalyzed radical cyclization of a model substrate of (6-methylenecyclohexyl)ethylcyclohex-1-ene, and a complete potential energy surface was constructed. Furthermore, the substituent effects on stereoselectivity were systematically investigated. This study provides deeper mechanistic insights into the experimentally observed stereochemical outcomes and offers valuable guidance for the rational design of related transformations toward the synthesis of polycyclic molecules.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356028","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 Diarylboron β-Diketiminate Complexes and Their Thermally Activated Delayed Fluorescence Properties 二芳基硼β-二氯胺酸配合物的合成及其热激活延迟荧光性质
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70582
Shunichiro Ito, Ryoji Himeno, Shun Omagari, Shota Hosoya, Mengfei Wang, Suguru Yoshida, Katsuhisa Tanaka, Yasuchika Hasegawa, Kazuo Tanaka, Yoshiki Chujo
{"title":"Synthesis of Diarylboron β-Diketiminate Complexes and Their Thermally Activated Delayed Fluorescence Properties","authors":"Shunichiro Ito,&nbsp;Ryoji Himeno,&nbsp;Shun Omagari,&nbsp;Shota Hosoya,&nbsp;Mengfei Wang,&nbsp;Suguru Yoshida,&nbsp;Katsuhisa Tanaka,&nbsp;Yasuchika Hasegawa,&nbsp;Kazuo Tanaka,&nbsp;Yoshiki Chujo","doi":"10.1002/ajoc.70582","DOIUrl":"https://doi.org/10.1002/ajoc.70582","url":null,"abstract":"<div>\u0000 \u0000 <p>Diarylboron <i>β</i>-diketiminate complexes were synthesized through the complexation between <i>β</i>-diketimine and the corresponding triarylboranes. The crystal samples exhibited dual-emission behavior, and the ratios of the two peaks varied with temperature. Temperature-dependent photoluminescence (PL) spectroscopy suggested that the thermochromic luminescence properties observed in the crystalline state should originate from thermally activated delayed fluorescence (TADF). The results of photophysical measurements and density functional theory calculations implied that the intersystem crossing processes in this class of complexes should involve higher-lying triplet excited states. The intensity ratio between shorter and longer wavelength PL bands showed an Arrhenius-type relationship against temperature. Therefore, these complexes could be applied as a ratiometric luminescent thermometer.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356032","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
Coordination-Driven Metallo-Supramolecular Polymers as Electrochemical Sensing Interfaces: Molecular Design, Charge Transfer, and Applications 配位驱动的金属-超分子聚合物作为电化学传感界面:分子设计、电荷转移和应用
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70576
Mst. Kaniz Subarna, Abdul Awal, Md. Delwar Hossain, Bong-Joong Kim, A. J. Saleh Ahammad
{"title":"Coordination-Driven Metallo-Supramolecular Polymers as Electrochemical Sensing Interfaces: Molecular Design, Charge Transfer, and Applications","authors":"Mst. Kaniz Subarna,&nbsp;Abdul Awal,&nbsp;Md. Delwar Hossain,&nbsp;Bong-Joong Kim,&nbsp;A. J. Saleh Ahammad","doi":"10.1002/ajoc.70576","DOIUrl":"https://doi.org/10.1002/ajoc.70576","url":null,"abstract":"<div>\u0000 \u0000 <p>Metallo-supramolecular polymers (MSPs) are coordination-driven materials in which reversible metal–ligand interactions couple molecular design with redox-active polymeric interfaces. This review critically examines their synthesis, physicochemical properties, interfacial charge-transfer behavior, and emerging electrochemical sensing applications. Particular attention is given to how ligand denticity and conjugation, metal identity, mono- versus heterometallic organization, counterions, and film-fabrication strategies regulate redox accessibility, conductivity, analyte adsorption, and electrocatalytic response. Terpyridine-based MSPs provide the most developed sensing examples and illustrate how coordination-driven self-assembly can generate mono-, bi-, and trimetallic architectures with tunable electrochemical characteristics. Representative systems for nitrite, sulfite, bisphenol A, glucose, and Cr(VI) detection are compared with related MSPs platforms reported by different research groups to distinguish broadly applicable design principles from system-specific observations. Rather than treating structural characterization as an end point, emphasis is placed on structure–property–performance relationships linking coordination environment and morphology to electron-transfer kinetics and analytical response. Current limitations including the narrow diversity of sensing-active ligand frameworks, modest intrinsic conductivity, mechanistic uncertainty, long-term stability, and limited independent validation are critically assessed. Opportunities in ligand engineering, heterometallic programming, conductive hybrids, controlled film growth, and device integration are highlighted as directions for expanding MSP-based electrochemical sensing beyond the presently limited material space.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356034","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
Ligand-Programmed Small-Molecule Activation: From Redox-Non-Innocent Molecular Ligands to Soft-Oxometalate Microenvironments 配体程序化小分子活化:从氧化还原非无害分子配体到软金属酸氧微环境
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70588
Khokan Manna, Goutam Kumar Lahiri, Soumyajit Roy
{"title":"Ligand-Programmed Small-Molecule Activation: From Redox-Non-Innocent Molecular Ligands to Soft-Oxometalate Microenvironments","authors":"Khokan Manna,&nbsp;Goutam Kumar Lahiri,&nbsp;Soumyajit Roy","doi":"10.1002/ajoc.70588","DOIUrl":"https://doi.org/10.1002/ajoc.70588","url":null,"abstract":"<div>\u0000 \u0000 <p>Activating thermodynamically stable small molecules such as CO<sub>2</sub>, H<sub>2</sub>O, and N<sub>2</sub> requires coordinated management of electrons, protons, substrates, and reaction intermediates. Although conventional catalyst design emphasizes metal centers or extended solids, coordination and supramolecular chemistry show that the surrounding environment can actively mediate redox and proton-transfer processes. This Perspective presents a ligand-centric framework linking redox-non-innocent (RNI) molecular ligands with soft-oxometalate (SOM) assemblies. Redox-active N<sub>2</sub>O<sub>2</sub> chelates and tetrapyrrolic corroles demonstrate how ligand-centered redox states store charge, redistribute electron density, and cooperate with metal centers during O<sub>2</sub> and CO<sub>2</sub> activation. At larger scales, SOM assemblies can provide distributed redox buffering, proton management, substrate organization, and coupled catalytic reactivity. We define the “mesoscale ligand environment” as a functional, rather than structural, analogue of a molecular ligand. CO<sub>2</sub> reduction and water oxidation provide the principal experimentally supported examples, whereas N<sub>2</sub> reduction is considered a prospective extension. We propose that catalytic performance can be programmed across a hierarchy-from molecular ligands to SOM-based catalytic microenvironments-by co-designing electron/proton inventories, substrate accessibility, and dynamic organization. This Perspective distinguishes established evidence from future directions and proposes testable hybrid RNI-ligand/SOM catalyst architectures.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356027","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
Iodine-Promoted Synthesis of Vinyl Sulfones via Decarboxylative Sulfonylation of α, β-Unsaturated Carboxylic Acids Using Aryl Sulfonyl Zinc Chlorides at Room Temperature 室温下芳基磺酰氯锌催化α, β-不饱和羧酸脱羧磺化合成乙烯基砜
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70575
Bhaskarjyoti Borah, Bharat Kumar Allam, Divya Pratap Singh
{"title":"Iodine-Promoted Synthesis of Vinyl Sulfones via Decarboxylative Sulfonylation of α, β-Unsaturated Carboxylic Acids Using Aryl Sulfonyl Zinc Chlorides at Room Temperature","authors":"Bhaskarjyoti Borah,&nbsp;Bharat Kumar Allam,&nbsp;Divya Pratap Singh","doi":"10.1002/ajoc.70575","DOIUrl":"https://doi.org/10.1002/ajoc.70575","url":null,"abstract":"<div>\u0000 \u0000 <p>We report the first decarboxylative sulfonylation of <i>α</i>, <i>β</i>-unsaturated carboxylic acids using aryl sulfonyl zinc chlorides as sulfonylating agents, providing a sustainable and efficient route for the synthesis of (<i>E</i>)-vinyl sulfones. The aryl sulfonyl zinc chlorides are odorless, bench-stable reagents that offer substantial safety and environmental benefits over conventional sulfone surrogates. The transformation occurred under exceptionally mild conditions, offered broad substrate compatibility, tolerated diverse functional groups on both cinnamic acids and aryl sulfonyl zinc chlorides, and delivered 26 vinyl sulfone derivatives in good to excellent yields.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356029","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
The Elements of Chiral Brønsted Acids for Stereoselective Transformations 手性Brønsted酸的立体选择转化元素
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-11-05 DOI: 10.1002/ajoc.70578
Diego A. Cruz-Aguilar, Margarita Cantú-Reyes, David A. Contreras-Cruz, Eddy I. Jiménez
{"title":"The Elements of Chiral Brønsted Acids for Stereoselective Transformations","authors":"Diego A. Cruz-Aguilar,&nbsp;Margarita Cantú-Reyes,&nbsp;David A. Contreras-Cruz,&nbsp;Eddy I. Jiménez","doi":"10.1002/ajoc.70578","DOIUrl":"https://doi.org/10.1002/ajoc.70578","url":null,"abstract":"<p>Chiral Brønsted acids (CBAs) are powerful organocatalysts for asymmetric synthesis, with their performance governed by three modular elements: the acidic core, the chiral scaffold, and peripheral substituents\u0000. This review systematically examines each component. The acidic core (O─H, N─H, S─H, or C─H) dictates proton donor strength and conjugate base stability, ranging from classical phosphoric acids to superacidic imidodiphosphorimidates (IDPis) and disulfonimides. The chiral scaffold establishes the asymmetric environment; axial (BINOL, SPINOL), central (TADDOL, BPOL), planar (paracyclophane, ferrocene), and helical architectures each offer distinct steric and electronic profiles. Peripheral substituents fine‑tune the chiral pocket via steric shielding (e.g., 2,4,6‑triisopropylphenyl, triphenylsilyl), electronic modulation (π‑interactions, pKa control), and additional functionalities (Brønsted acid-assisted systems, photoactive groups). Recent advances highlight synergistic effects where noncovalent interactions complement or override pure steric control, enabling enantio‑ and diastereodivergent pathways. This review combines three design elements to frame rational catalyst development, guide optimal CBA architectures for challenging reactions, and outline future directions.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.70578","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149356031","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photocatalytic Cascade Cyclization of Unactivated Alkenes With N-Aminopyridinium Salts Toward Tetrahydropyridazine and Dihydropyrazole Derivatives n -氨基吡啶盐催化非活化烯烃级联环化制备四氢吡啶和二氢吡唑衍生物
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-10-31 DOI: 10.1002/ajoc.70586
Mengna Li, Yuting Leng, Kaixia Sui, Junpei Chen, Panpan Wang, Wenhao Xu, Yusheng Wu, Yangjie Wu
{"title":"Photocatalytic Cascade Cyclization of Unactivated Alkenes With N-Aminopyridinium Salts Toward Tetrahydropyridazine and Dihydropyrazole Derivatives","authors":"Mengna Li,&nbsp;Yuting Leng,&nbsp;Kaixia Sui,&nbsp;Junpei Chen,&nbsp;Panpan Wang,&nbsp;Wenhao Xu,&nbsp;Yusheng Wu,&nbsp;Yangjie Wu","doi":"10.1002/ajoc.70586","DOIUrl":"https://doi.org/10.1002/ajoc.70586","url":null,"abstract":"<div>\u0000 \u0000 <p>A visible light–induced cascade cyclization strategy of unactivated alkenes with <i>N</i>-aminopyridinium salts was explored to build a series of tetrahydropyridazines and dihydropyrazoles in yield of 17% –82% with 41 examples. This protocol features mild reaction conditions (irradiation with a 10 W blue LED at room temperature) and can simultaneously form two chemical bonds, offering a rapid and concise approach to five- or six-membered heterocyclic frameworks. The scalability of this method and the feasibility of further transformations have also been demonstrated, highlighting its potential for applications in the industrial and pharmaceutical sectors.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149312692","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
Tandem Allene Formation/Intramolecular Cyclization of Phosphorus-Substituted Propargylic Alcohols and Substituted Phenols to Access C4-Phosphorylated 2H-Chromenes 磷取代丙炔醇和取代酚的串联烯形成/分子内环化以获得c4磷酸化的2h -铬
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-10-31 DOI: 10.1002/ajoc.70585
Hai-Liang Ni, Huan-Zhu Xue, Mei-Ting Zhao, Kai-Cheng Yang, Long Chen
{"title":"Tandem Allene Formation/Intramolecular Cyclization of Phosphorus-Substituted Propargylic Alcohols and Substituted Phenols to Access C4-Phosphorylated 2H-Chromenes","authors":"Hai-Liang Ni,&nbsp;Huan-Zhu Xue,&nbsp;Mei-Ting Zhao,&nbsp;Kai-Cheng Yang,&nbsp;Long Chen","doi":"10.1002/ajoc.70585","DOIUrl":"https://doi.org/10.1002/ajoc.70585","url":null,"abstract":"<div>\u0000 \u0000 <p>In this study, we demonstrated that phosphorus-substituted propargylic alcohols could undergo tandem allene formation/intramolecular cyclization to afford phosphorylated heterocycles. In the presence of 5 mol% of In(ClO<sub>4</sub>)<sub>3</sub>·8H<sub>2</sub>O or Hg(ClO<sub>4</sub>)<sub>2</sub>·3H<sub>2</sub>O, the reaction between phosphorus-substituted propargylic alcohols and substituted phenols proceeded via a tandem regioselective SN1’ substitution/intramolecular 6-<i>endo</i>-trig cyclization, which served as an alternative procedure for the preparation of C4-phosphorylated 2<i>H</i>-chromenes under mild conditions (air, 40°C or 60°C, 0.5–24 h). The richer diversity of substituents and their positions on the aryl ring of 2<i>H</i>-chromenes and its tolerance to P(O)(OR)<sub>2</sub> groups make this protocol as a good supplement to previous report. The synthetic utilities were illustrated by the scaled synthesis and further elaboration of the obtained products to polycyclic compounds bearing phosphoryl groups, 2<i>H</i>-chromene and five or six-membered <i>O</i>-heterocycles. Control experiments further confirmed the tandem allene formation/intramolecular cyclization sequence.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 11","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149312800","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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