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Asian Journal of Organic Chemistry最新文献

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Diastereoselective Synthesis of Structurally Diverse Spiro-Thiazolones via Yb(OTf)3-Promoted Cascade [1,5]-hydride Transfer/Cyclization Yb(OTf)3-促进级联[1,5]-氢化物转移/环化非对映选择性合成结构不同的螺-噻唑酮
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70358
Sufan Gao, Song Hu, Yifan Cao, Ying Xie, Lihua Wang, Yulong Li, Chenyi Li
{"title":"Diastereoselective Synthesis of Structurally Diverse Spiro-Thiazolones via Yb(OTf)3-Promoted Cascade [1,5]-hydride Transfer/Cyclization","authors":"Sufan Gao,&nbsp;Song Hu,&nbsp;Yifan Cao,&nbsp;Ying Xie,&nbsp;Lihua Wang,&nbsp;Yulong Li,&nbsp;Chenyi Li","doi":"10.1002/ajoc.70358","DOIUrl":"10.1002/ajoc.70358","url":null,"abstract":"<div>\u0000 \u0000 <p>A Yb(OTf)<sub>3</sub>-catalyzed redox-neutral cascade reaction involving a [1,5]-hydride transfer/cyclization between thiazol-4-ones and 2-aminobenzaldehydes has been developed. This method provides direct access to a series of spiro-thiazolone-containing tetrahydroquinoline skeletons, which are of potential pharmaceutical interest, in good to excellent yields with high diastereoselectivity. This protocol has the features of being additive-free, having a broad scope, operational simplicity, and high step- and atom economy.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147563129","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
Ferrocene-Diketopyrrolopyrrole Chromophores: Design, Properties, and Multifunctional Applications 二茂铁-二酮吡咯-二酮吡咯发色团：设计、性质和多功能应用
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70354
Yuvraj Patil
{"title":"Ferrocene-Diketopyrrolopyrrole Chromophores: Design, Properties, and Multifunctional Applications","authors":"Yuvraj Patil","doi":"10.1002/ajoc.70354","DOIUrl":"10.1002/ajoc.70354","url":null,"abstract":"<div>\u0000 \u0000 <p>The unique redox behavior and excellent stability of ferrocene when incorporated into the diketopyrrolopyrrole (DPP) dye have made a fascinating class of multifunctional materials. This review provides a detailed overview of the developments in ferrocene-DPP-based organometallic chromophores, focusing on their design, synthesis, and optoelectronic properties. We also discuss their use in light-harvesting systems, solar cells, nonlinear optics (NLO), and photothermal cancer therapy, as well as the newer application in artificial nociceptors. Ferrocene-DPP complexes show strong and broad visible to near-infrared (NIR) absorption with high molar extinction coefficients and exceptional thermal stability, making them very useful for advanced optoelectronic devices. Beyond their standard electronic applications, we highlight their performance as non-fullerene acceptors in organic solar cells (OSCs). Finally, we provide an overview of the current key challenges and future research directions in the development of the ferrocene-DPP field.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147563272","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 Optically Active 1,5,9,13-Tetraazacyclohexadecanes and Their Nickel Complexes 光学活性1,5,9,13-四氮杂环十六烷及其镍配合物的合成
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70353
Miyuki Takahashi, Kazuhiro Yoshida
{"title":"Synthesis of Optically Active 1,5,9,13-Tetraazacyclohexadecanes and Their Nickel Complexes","authors":"Miyuki Takahashi,&nbsp;Kazuhiro Yoshida","doi":"10.1002/ajoc.70353","DOIUrl":"10.1002/ajoc.70353","url":null,"abstract":"<div>\u0000 \u0000 <p>1,5,9,13-Tetraazacyclohexadecane ([16]aneN<sub>4</sub>) is a well-known macrocyclic tetraamine. However, not many variations of chiral [16]aneN<sub>4</sub> are known. This paper reports the development of an optically active [16]aneN<sub>4</sub> having four chiral centers in the skeleton. As an application of the obtained tetraamine, the corresponding Ni complex was synthesized, and its structure was unambiguously confirmed by x-ray diffraction analysis.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562966","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
Construction of Trideuteromethyl-Aryl Ethers via the Pd(II)-Catalyzed Trideuteromethoxylation of Ortho C(sp2)-H Bonds of Aromatic Rings Pd（II）催化芳香环邻位C(sp2)-H键三氘甲氧基化构建三氘甲基芳基醚
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70338
Yashika Aggarwal, Srinivasarao Arulananda Babu, Pooja Patel
{"title":"Construction of Trideuteromethyl-Aryl Ethers via the Pd(II)-Catalyzed Trideuteromethoxylation of Ortho C(sp2)-H Bonds of Aromatic Rings","authors":"Yashika Aggarwal,&nbsp;Srinivasarao Arulananda Babu,&nbsp;Pooja Patel","doi":"10.1002/ajoc.70338","DOIUrl":"10.1002/ajoc.70338","url":null,"abstract":"<div>\u0000 \u0000 <p>This paper reports the utility of Pd(II)-catalyzed bidentate directing group picolinamide-aided (<i>ortho</i>) <i>γ</i>- or <i>δ</i>-C-H oxygenation and trideuteromethoxylation of aromatic rings, as a route for constructing new entities of trideuteromethyl-aryl ethers. Accordingly, the introduction of the <i>O</i>-CD<sub>3</sub> unit in the <i>ortho</i> position of aromatic rings in <i>α</i>-alkylbenzylamines, amino alcohols, and amino acids with CD<sub>3</sub>OD or CD<sub>3</sub>CD<sub>2</sub>OD was accomplished. Apart from the picolinamide directing group, other directing groups, such as 5-methylisoxazole-3-carboxamide (MICA), quinoline-2-carboxamide, and benzamide directing groups, were used for conducting the trideuteromethoxylation of aromatic rings of the target compound, and the picolinamide DG was found to be efficient in all reactions. We have described the synthetic utility of the trideuteromethoxylated aryl ethers obtained in this work by synthesizing aromatic motif-based peptides using deuteromethoxylated compounds and trideuteromethoxylated <i>α</i>-methylbenzylamine-derived sulfamoylcarbamate motifs. Various deuterium-containing compounds, particularly aromatic rings containing <i>N</i>-CD<sub>3</sub> or <i>O</i>-CD<sub>3</sub> units, are known as potential drug candidates in the literature. Accordingly, this work contributes to enriching the library of <i>O</i>-CD<sub>3</sub> or <i>O</i>-CD<sub>2</sub>CD<sub>3</sub> unit-containing aromatic motifs and a method for their preparation through directing group-aided trideuteromethoxylation or pentadeuteroethoxylation of <i>ortho</i> C(sp<sup>2</sup>)─H bonds of aromatic rings.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562967","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
Metal-Free Visible-Lights-Induced Synthesis of Perfluoroalkyl Amide From Perfluoroalkyl Iodide 无金属可见光诱导全氟烷基碘化合成全氟烷基酰胺
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70357
Airi Yamaguchi, Tomoko Yajima
{"title":"Metal-Free Visible-Lights-Induced Synthesis of Perfluoroalkyl Amide From Perfluoroalkyl Iodide","authors":"Airi Yamaguchi,&nbsp;Tomoko Yajima","doi":"10.1002/ajoc.70357","DOIUrl":"10.1002/ajoc.70357","url":null,"abstract":"<div>\u0000 \u0000 <p>Fluoroalkyl amides have attracted significant attention in drug discovery and materials science. However, conventional synthetic methods often involve toxic reagents and multi-step procedures, limiting their practicality, safety, and sustainability. In this study, we report a visible-light-driven synthesis of perfluoroalkyl amides from amines and perfluoroalkyl iodides employing an organic photocatalyst under ambient air. This reaction proceeds under mild, metal-free conditions and demonstrates broad compatibility with various fluorinated substrates, including amines and perfluoroalkyl iodides. Moreover, when using diiodoperfluoroalkanes, compounds linking amides and other functional groups via fluoroalkylene are readily synthesized.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562963","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
Metal-Free Visible-Lights-Induced Synthesis of Perfluoroalkyl Amide From Perfluoroalkyl Iodide 无金属可见光诱导全氟烷基碘化合成全氟烷基酰胺
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70357
Airi Yamaguchi, Tomoko Yajima
{"title":"Metal-Free Visible-Lights-Induced Synthesis of Perfluoroalkyl Amide From Perfluoroalkyl Iodide","authors":"Airi Yamaguchi,&nbsp;Tomoko Yajima","doi":"10.1002/ajoc.70357","DOIUrl":"https://doi.org/10.1002/ajoc.70357","url":null,"abstract":"<div>\u0000 \u0000 <p>Fluoroalkyl amides have attracted significant attention in drug discovery and materials science. However, conventional synthetic methods often involve toxic reagents and multi-step procedures, limiting their practicality, safety, and sustainability. In this study, we report a visible-light-driven synthesis of perfluoroalkyl amides from amines and perfluoroalkyl iodides employing an organic photocatalyst under ambient air. This reaction proceeds under mild, metal-free conditions and demonstrates broad compatibility with various fluorinated substrates, including amines and perfluoroalkyl iodides. Moreover, when using diiodoperfluoroalkanes, compounds linking amides and other functional groups via fluoroalkylene are readily synthesized.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147563235","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 Rotaxane Strategy to Improve the Photosensitizing and Photodurable Abilities Upon a Bis(bromophenyl)Acetylene Dye 一种提高双（溴苯）乙炔染料光敏性和光耐久性的轮烷策略
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70349
Taiki Ichikawa, Keita Serizawa, Yuki Ohishi, Junya Chiba, Masahiko Inouye
{"title":"A Rotaxane Strategy to Improve the Photosensitizing and Photodurable Abilities Upon a Bis(bromophenyl)Acetylene Dye","authors":"Taiki Ichikawa,&nbsp;Keita Serizawa,&nbsp;Yuki Ohishi,&nbsp;Junya Chiba,&nbsp;Masahiko Inouye","doi":"10.1002/ajoc.70349","DOIUrl":"10.1002/ajoc.70349","url":null,"abstract":"<div>\u0000 \u0000 <p>Bromine-substituted dyes, often used as a photosensitizer (PS) have limited utility due to their low photodurability. Here, we report a rotaxane strategy overcoming this photodurability problem. By employing a cooperative capture strategy with cucurbit[6]uril, we synthesized a rotaxane-type PS in which a bromine-substituted tolan derivative is irreversibly encapsulated within two heptakis(6-<i>O</i>-methyl)-<i>β</i>-cyclodextrin (6-Me-<i>β</i>-CD) rings. <sup>1</sup>H NMR studies revealed the tail-to-tail orientation of the two 6-Me-<i>β</i>-CD rings in the rotaxane. The CD rings worked as transparent shells to improve the photodurability of the internal tolan core. As a result, the [5]rotaxane exhibited higher photosensitizing activity than the corresponding naked dibromotolan derivative. These results demonstrate that the rotaxane strategy can contribute to the development of new PSs.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562965","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
Cascade Construction of Diverse Thiazoloindoles via the Generation of New Indole Skeletons Under Microwave Irradiation 微波辐射下噻唑吲哚骨架的级联构建
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-04 DOI: 10.1002/ajoc.70361
Jiahong Wang, Guanghua Wei, Hao Shen, Chunmei Li, Furen Zhang
{"title":"Cascade Construction of Diverse Thiazoloindoles via the Generation of New Indole Skeletons Under Microwave Irradiation","authors":"Jiahong Wang,&nbsp;Guanghua Wei,&nbsp;Hao Shen,&nbsp;Chunmei Li,&nbsp;Furen Zhang","doi":"10.1002/ajoc.70361","DOIUrl":"10.1002/ajoc.70361","url":null,"abstract":"<div>\u0000 \u0000 <p>A highly efficient method has been developed for synthesizing various substituted 2-methyl-7-aryl-6<i>H</i>-thiazoloindole derivatives through a microwave-assisted cascade process involving 2-methylbenzo[<i>d</i>]thiazol-5-amine or 2-methylbenzo[<i>d</i>]thiazol-6-amine, 2,2-dihydroxy-1-arylethan-1-one, and 1,3-dicarbonyl compounds or their analogs. Notably, this three-component transformation offers several advantages, including short reaction times, wide substrate tolerance, and the absence of harmful byproducts, delivering the target compounds in moderate to good yields.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562964","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
Modular Assembly of 2,3-Dihydro-4H-benzothiazinones via a Multicomponent Cyclization Strategy 2,3-二氢- 4h -苯并噻唑酮的多组分环化模块化组装
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-02 DOI: 10.1002/ajoc.70351
Guozheng Gu, Yinuo Li, Jie Zhang, Yao Zhou
{"title":"Modular Assembly of 2,3-Dihydro-4H-benzothiazinones via a Multicomponent Cyclization Strategy","authors":"Guozheng Gu,&nbsp;Yinuo Li,&nbsp;Jie Zhang,&nbsp;Yao Zhou","doi":"10.1002/ajoc.70351","DOIUrl":"10.1002/ajoc.70351","url":null,"abstract":"<div>\u0000 \u0000 <p>A multicomponent reaction of benzodithiol-3-ones, aldehyde, and NH<sub>4</sub>OAc is described herein under mild conditions. A series of 2,3-dihydro-4<i>H</i>-benzothiazinones were achieved in one-pot through a metal-free cyclization reaction. In the current multicomponent cyclization strategy, organic phosphine serves as the accelerant to accomplish the cleavage of the cyclic S─S bond of benzodithiol-3-ones to produce a zwitterionic intermediate in-situ. This metal-free ring-opening of benzodithiol-3-ones endowed to afford a vast array of 2,3-dihydro-4<i>H</i>-benzothiazinones in good yields with excellent functional group compatibility.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562565","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
Mechanistic Investigation on NHC-Catalyzed Switchable Annulation Reactions: Polarity Controlled Chemoselective Pathways nhc催化可切换环化反应的机理研究：极性控制的化学选择途径
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-02 DOI: 10.1002/ajoc.70347
Linjie Zheng, Yang Wang
{"title":"Mechanistic Investigation on NHC-Catalyzed Switchable Annulation Reactions: Polarity Controlled Chemoselective Pathways","authors":"Linjie Zheng,&nbsp;Yang Wang","doi":"10.1002/ajoc.70347","DOIUrl":"10.1002/ajoc.70347","url":null,"abstract":"<div>\u0000 \u0000 <p>Despite significant progress in switchable synthesis via catalytic regiodivergent procedures, the underlying mechanisms governing stereoselectivity and chemoselectivity remain elusive. In this study, we present a theoretical investigation into the origins of these selectivities for NHC-catalyzed annulation reactions between enals and ketimines. Our calculations identify the Michael addition between the Breslow intermediate and ketimine as the stereoselectivity-determining step, whereas the subsequent proton transfer determines the chemoselectivity. Notably, both pathways share a common initial formation of an enol intermediate before diverging. In DCE solvent, the spirocyclopentane oxindole product arises through a sequential mechanism comprising [1,3]-proton transfer, aza-Dieckmann cyclization, and tautomerization. Conversely, in MeCN solvent, the reaction proceeds via [1,6]-proton transfer, Mannich reaction, and lactamization to yield the β-lactam fused spirocyclopentane oxindole. NCI and AIM analyses identify C─H⋯π, π⋯π, LP⋯π, and hydrogen bond interactions as critical factors stabilizing the <i>SR</i>-configured isomer. Furthermore, our solvent–solute interaction model indicates that the polarity differences of key transition states in distinct solvents are the predominant drivers of chemoselectivity switching. This work deepens the understanding of switchable reactions in NHC catalysis, offering valuable insights for designing solvent-controlled synthetic strategies.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147562184","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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