Asian Journal of Organic Chemistry最新文献_第10页

Nickel‐Catalyzed Reductive Coupling of Aryl Tosylates With Chlorosilanes: A General Approach to Arylvinylsilanes 镍催化芳基甲苯磺酸盐与氯硅烷的还原偶联：芳基乙烯基硅烷的一般方法

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70464

Hongfang Li , Xukang Wen , Yinyin Wu , Huixian Yang , Shuyan Han , Zhenhua Jia , Teck‐Peng Loh

{"title":"Nickel‐Catalyzed Reductive Coupling of Aryl Tosylates With Chlorosilanes: A General Approach to Arylvinylsilanes","authors":"Hongfang Li , Xukang Wen , Yinyin Wu , Huixian Yang , Shuyan Han , Zhenhua Jia , Teck‐Peng Loh","doi":"10.1002/ajoc.70464","DOIUrl":"10.1002/ajoc.70464","url":null,"abstract":"<div><div>The development of efficient catalytic systems for constructing C─Si bonds from stable and readily available electrophiles represents an important objective in synthetic chemistry. Herein, we describe a practical nickel‐catalyzed reductive cross‐coupling reaction for the direct silylation of aryl tosylates with chlorosilanes. This method employs a well‐defined catalytic system comprising Ni(Py)<sub>4</sub>Cl<sub>2</sub> and 4,4'‐di‐tert‐butyl‐2,2'‐bipyridine with manganese powder as the reductant. It affords a diverse range of arylsilanes in moderate to excellent yields under mild conditions. The reaction demonstrates a broad substrate scope and exceptional functional group tolerance, accommodating variously substituted aryl tosylates, including fused aromatic and heteroaromatic systems. The obtained arylvinylsilanes serve as versatile building blocks for further derivatization. The synthetic utility of the methodology is highlighted by its successful gram‐scale operation, underscoring its potential for practical synthesis.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70464"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148174432","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

DMAP‐Catalyzed Diastereoselective [3+2] Annulation of Isatin‐Derived MBH Carbonates and 3‐Methyleneoxindoles: Tempting Two Adjacent Quaternary Spirocenters DMAP催化的Isatin衍生的MBH碳酸酯和3 -亚甲基吲哚的非对映选择性[3+2]环化：诱导两个相邻的第四纪螺旋中心

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70478

Rohtash Kumar , Akanksha Santosh Deshpande , Vinod K. Singh

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NIS‐Mediated Olefination of Quinoxalin‐2(1H)‐Ones Using Ketone Derivatives: A Facile Synthetic Access to (Z)‐Enaminone Frameworks 喹诺沙林-2(1H)-酮衍生物的烯化反应：对(Z)-胺酮框架的简易合成途径

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70463

Adarsh Jha , Sowmya Dastari , Manda Sathish , Nagula Shankaraiah

{"title":"NIS‐Mediated Olefination of Quinoxalin‐2(1H)‐Ones Using Ketone Derivatives: A Facile Synthetic Access to (Z)‐Enaminone Frameworks","authors":"Adarsh Jha , Sowmya Dastari , Manda Sathish , Nagula Shankaraiah","doi":"10.1002/ajoc.70463","DOIUrl":"10.1002/ajoc.70463","url":null,"abstract":"<div><div>A metal‐free, sustainable protocol for the regioselective C3‐olefination of quinoxalin‐2(1<em>H</em>)‐one was developed. This transformation utilizes acetophenones for the olefination and <em>N</em>‐iodosuccinimide as an environmentally benign reagent. The reaction proceeds efficiently under mild conditions, demonstrating broad substrate scope, scalability, and affording (<em>Z</em>)‐configured enaminone products selectively in good to excellent yields up to 93%. Mechanistic investigations, control experiments, and DFT studies revealed a radical pathway leading to C─C bond formation. The structural properties of the prototype compound <strong>3a</strong> were determined using IRI and RDG plot graphs. In addition, the fluorescence properties exhibited by quinoxalinone–enaminone derivatives (<strong>3a</strong>, <strong>3b</strong>, <strong>3g</strong>) prompted a preliminary photophysical analysis, probing the influence of electronic substituents through absorption and emission spectral studies. This sustainable and operationally simple approach not only provides access to biologically relevant quinoxalinone derivatives but also offers promising potential in drug discovery and material science.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70463"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148174284","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 α,α‐Difluoro‐α‐selanylmethylated Ketones via PhI(OAc)2 Mediated Oxyselenenylation of gem‐Difluoroalkenes With Diselenides and H2O PhI(OAc)2介导宝石二氟烯烃与二烯醚和水的氧硒化反应合成α，α-二氟-α-硒酰甲基化酮

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70474

Bingxin You , Xinxin Zhang , Ruiqi Lv , Mingguo Cao , Licheng Wang , Qiang Liu

引用次数: 0

Extending the Carbon Skeleton of Biomass‐Derived Furaldehydes via Benzoin Condensation and Synthesizing Novel 2,4,5‐trisubstituted Imidazoles Thereof 苯甲酸缩合扩展生物质衍生呋喃醛碳骨架及其合成新型2,4,5-三取代咪唑

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70465

Diona Avitha Aranha , Abhishek Kumar Yadav , Saikat Dutta

{"title":"Extending the Carbon Skeleton of Biomass‐Derived Furaldehydes via Benzoin Condensation and Synthesizing Novel 2,4,5‐trisubstituted Imidazoles Thereof","authors":"Diona Avitha Aranha , Abhishek Kumar Yadav , Saikat Dutta","doi":"10.1002/ajoc.70465","DOIUrl":"10.1002/ajoc.70465","url":null,"abstract":"<div><div>This study reports the synthesis of furoins from biorenewable 5‐substituted‐2‐furaldehydes, using tertiary amines as homogeneous bases and thiamine hydrochloride (vitamin B1)‐derived <em>N</em>‐heterocyclic carbene as the innocuous catalyst. The effect of various bases on the efficiency (kinetics, selectivity) of the benzoin condensation reaction was explored under conventional heating and microwave irradiation (MWI). The benzoin condensation reaction of 5‐substituted‐2‐furaldehydes under MWI afforded significantly better isolated yields of the furoin products compared to the conventional heating method. The relative amounts of furoin and furil products were controlled using suitable reaction conditions. Moreover, the renewable furoin (and furil) derivatives were transformed into novel 2,4,5‐trisubstituted imidazoles, following a multicomponent reaction using gluconic acid aqueous solution as an effective and innocuous biogenic acid catalyst. Under the optimized conditions, all the imidazole derivatives were obtained in good to excellent isolated yields.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70465"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148237681","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

Pd‐Catalyzed N‐Fluorovinylation of Imidazoles With Trifluoromethylated Benzyl Bromides: A Tuneable Method for Polysubstituted Monofluoroalkenes pd催化咪唑与三氟甲基化苄溴的n -氟化反应：多取代单氟烯烃的可调方法

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70467

Chao‐Yang Li , Wei‐Ming Zhang , Xiao‐Hong Zhang , Xing‐Guo Zhang , Hai‐Yong Tu

引用次数: 0

Cycloisomerization/(2+1) Annulation of Enyne‐Amide With α‐Bromomalonate: A Novel and Selective Access to Oxa/Aza‐Spiro[2.4]heptane Derivatives 烯酰胺与α-溴丙酸酯的环异构化/(2+1)环化：Oxa/Aza-Spiro[2.4]庚烷衍生物的一种新的选择性途径

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70471

Yujiao Sun , Yongli Li , Hui Mao , Xie Hongyan , Xin Lv , Liejin Zhou

引用次数: 0

An Improved Regiospecific Synthesis of [1,2,4]‐Thiadiazolo[4,3‐a]pyridine Imines in Green Media and Its Significance in Biological Systems 绿色介质中[1,2,4]-噻二唑[4,3-a]吡啶亚胺的改进区域特异性合成及其在生物系统中的意义

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70468

Sushovan Jena , Badruzzaman Choudhury , Thansila Parvin N , Mohammed Mujahid Alam , Barnali Maiti , Balamurali MM , Kaushik Chanda

{"title":"An Improved Regiospecific Synthesis of [1,2,4]‐Thiadiazolo[4,3‐a]pyridine Imines in Green Media and Its Significance in Biological Systems","authors":"Sushovan Jena , Badruzzaman Choudhury , Thansila Parvin N , Mohammed Mujahid Alam , Barnali Maiti , Balamurali MM , Kaushik Chanda","doi":"10.1002/ajoc.70468","DOIUrl":"10.1002/ajoc.70468","url":null,"abstract":"<div><div>Numerous drugs with important pharmaceutical roles are known to possess heterocyclics as key scaffolds. In this study, a series of novel [1,2,4]‐thiadiazolo[4,3‐<em>a</em>]pyridine imine derivatives were designed and synthesized following microwave assisted green synthetic approach and further characterized employing various analytical methods. This regiospecific approach involves the activation of isothiocyanate moiety by I<sub>2</sub> followed by nucleophillic attack and base catalyzed intramolecular cyclization to generate the title compounds under green microwave conditions. The synthetic methodology addresses the limitations of conventional methods by utilizing commercially available chemicals in green media, eliminating the need for hazardous solvents, expensive metal catalysts, or specialized electrochemical equipment. The biological importance of these compounds was also assessed by their ability to bind with biomolecules like proteins and nucleic acids. It was revealed that the derivatives with longer alkyl chain showed excellent binding to proteins via hydrophobic interactions while derivatives with aromatic substituents revealed stronger binding with nucleic acids due to pi‐stacking interactions. Further, anti‐oxidant potentials of all the derivatives as evaluated through DPPH and hydroxyl radical scavenging assays along with reducing power evaluations have revealed that derivatives with electron donating substituents showed good antioxidant potentials. The anti‐bacterial properties of these derivatives were also investigated against gram‐positive and gram‐negative bacteria.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70468"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148282164","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

Pyridinone Derivatives as Potential Transthyretin Binders: A Computational Discovery for Heart Failure 吡啶酮衍生物作为潜在的转甲状腺素结合剂：心力衰竭的计算发现

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70438

Elizaveta V. Panova , Tatyana M. Burkhanova , Damir A. Safin

{"title":"Pyridinone Derivatives as Potential Transthyretin Binders: A Computational Discovery for Heart Failure","authors":"Elizaveta V. Panova , Tatyana M. Burkhanova , Damir A. Safin","doi":"10.1002/ajoc.70438","DOIUrl":"10.1002/ajoc.70438","url":null,"abstract":"<div><div>Congestive heart failure driven by transthyretin amyloid cardiomyopathy (ATTR‐CM) remains a significant therapeutic challenge. In this study, we evaluated four pyridinone derivatives, namely (<em>R</em>‐methyl)phenyl 2‐hydroxybenzoate (<strong>1</strong>), <em>R</em>‐formaldehyde (<strong>2</strong>), <em>R'</em>‐formaldehyde (<strong>3</strong>), <em>R</em>‐methane (<strong>4</strong>) (<em>R</em> = benzyl‐6‐methyl‐2‐oxo‐4‐phenyl‐1,2‐dihydropyridin‐3‐ylamino, <em>R'</em> = 4‐fluorobenzyl‐6‐methyl‐2‐oxo‐4‐phenyl‐1,2‐dihydropyridin‐3‐ylamino), as potential transthyretin (TTR) stabilizers. Using Hirshfeld surface analysis, DFT calculations and molecular docking simulations against three distinct TTR crystal structures (1GKO, 8PM9 and 4WNS), we characterized crystal packing motifs, electronic properties and binding interactions within the TTR thyroxine‐binding site. All four compounds exhibited predicted binding energies superior to the structural comparators Amrinone and Milrinone, and comparable to the therapeutic benchmark Tafamidis. The docking analysis revealed that compound <strong>1</strong> demonstrates the strongest and most conformationally resilient binding across all structures, while compound <strong>4</strong> achieves the most balanced profile with the highest ligand efficiency and fit quality, alongside acceptable lipophility. However, compound <strong>1</strong> exhibits concerning lipophility and poor ligand efficiency, indicating the need for optimization. In silico ADMET profiling revealed favorable drug‐like properties for compounds <strong>2–4</strong>, though potential neurotoxicity was noted across the series. These computational findings identify compounds <strong>1–4</strong> as promising TTR binders, with compound <strong>4</strong> emerging as the most balanced lead candidate, warranting experimental validation in TTR tetramer stabilization assays.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70438"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148099674","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

Difluoroalkyl Thiocyanidation of Alkenes Via Blue LED Light–Induced Intermolecular Three‐Component Coupling Reaction Catalyzed by Copper Nanoparticle‐Loaded Kaolin 纳米铜负载高岭土催化蓝光LED诱导的二氟烷基硫氰化反应

IF 2.3 4区化学

Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI: 10.1002/ajoc.70472

Ming‐Liang Kharchin , Dan Liu , Yong‐Sheng Bao , Tegshi Muschin

{"title":"Difluoroalkyl Thiocyanidation of Alkenes Via Blue LED Light–Induced Intermolecular Three‐Component Coupling Reaction Catalyzed by Copper Nanoparticle‐Loaded Kaolin","authors":"Ming‐Liang Kharchin , Dan Liu , Yong‐Sheng Bao , Tegshi Muschin","doi":"10.1002/ajoc.70472","DOIUrl":"10.1002/ajoc.70472","url":null,"abstract":"<div><div>In this study, the catalyst Cu/NH<sub>2</sub>‐Ph@CK was produced by modifying coal‐bearing kaolin (CK) with a silane coupling agent, followed by impregnation with copper chloride, and NaBH<sub>4</sub> reduction. The catalyst structure was characterized via x‐ray diffraction, x‐ray photoelectron spectroscopy, inductively coupled plasma mass spectrometry, transmission electron microscopy, and N<sub>2</sub> adsorption–desorption experiments. The Cu nanoparticle (CuNP) content of Cu/NH<sub>2</sub>‐Ph@CK was 2.7 wt.%, and the average particle size of the CuNPs was approximately 6.6 nm. Catalytic experiments revealed that Cu/NH<sub>2</sub>‐Ph@CK exhibited high catalytic activity for the blue LED light‐induced three‐component coupling reaction with styrene, ethyl bromodifluoroacetate, and sodium thiocyanate. In addition, the catalyst could accommodate a wide range of substrates, achieving above moderate yields. Moreover, the catalyst could be recycled five times while maintaining good catalytic activity. This study proposes a simple and efficient method for synthesizing catalysts for three‐component coupling reactions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 6","pages":"Article e70472"},"PeriodicalIF":2.3,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148282242","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