Asian Journal of Organic Chemistry最新文献

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An Acid‐Base Promoted Three‐Component Hydrolysis Ring‐Opening Tandem Reaction to Access Thioesters 酸-碱促进三组分水解开环串联反应获得硫酯
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70519
Sufan Gao, Dan Hu, Xiaonan Guan, Yuanmao Zhang, Lihua Wang, Yulong Li, Chenyi Li
{"title":"An Acid‐Base Promoted Three‐Component Hydrolysis Ring‐Opening Tandem Reaction to Access Thioesters","authors":"Sufan Gao,&nbsp;Dan Hu,&nbsp;Xiaonan Guan,&nbsp;Yuanmao Zhang,&nbsp;Lihua Wang,&nbsp;Yulong Li,&nbsp;Chenyi Li","doi":"10.1002/ajoc.70519","DOIUrl":"10.1002/ajoc.70519","url":null,"abstract":"<div><div>In this study, a transition metal‐free and thiol‐free method for constructing a series of highly functionalized thioesters has been developed, achieving moderate to good yields from benzothiazolium bromides, aroyl chlorides and H<sub>2</sub>O in a three‐component reaction, via an acid‐base‐promoted hydrolysis ring‐opening tandem reaction process. The present protocol features available starting materials, operational simplicity, and mild reaction conditions.</div></div><div>In this study, a transition metal‐free and thiol‐free method for constructing a series of highly functionalized thioesters has been developed, achieving moderate to good yields from benzothiazolium bromides, aroyl chlorides and H<sub>2</sub>O in a three‐component reaction, via an acid‐base‐promoted hydrolysis ring‐opening tandem reaction process. The present protocol features available starting materials, operational simplicity, and mild reaction conditions.</div><div>A transition metal‐free and thiol‐free method for constructing a series of highly functionalized thioesters has been developed, achieving moderate to good yields from benzothiazolium bromides, aroyl chlorides and H<sub>2</sub>O in a three‐component reaction, via acid‐base‐promoted hydrolysis ring‐opening tandem reaction process.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (23KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70519"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148952502","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
TMSOTf‐Mediated Alkene Cyclization for the Construction of Indane and Polycyclic Terpene Skeletons TMSOTf介导的烯烃环化用于构建烯烷和多环萜烯骨架
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70526
Dalong Shen, Shuheng Tan, Yang He, Zhenxing Liu
{"title":"TMSOTf‐Mediated Alkene Cyclization for the Construction of Indane and Polycyclic Terpene Skeletons","authors":"Dalong Shen,&nbsp;Shuheng Tan,&nbsp;Yang He,&nbsp;Zhenxing Liu","doi":"10.1002/ajoc.70526","DOIUrl":"10.1002/ajoc.70526","url":null,"abstract":"<div><div>Five‐ and six‐membered saturated carbocyclic skeletons serve as core structural units in organic chemistry, medicinal chemistry, materials science, and life sciences. Herein, a metal‐free, mild, and efficient TMSOTf‐mediated alkene transformation method was developed, which enables the highly selective self‐dimerization cyclization of <em>α</em>‐methylstyrene to efficiently afford multisubstituted indane derivatives. This system can be further extended to the tandem cyclization of polyenes, constructing complex polycyclic terpenoid skeletons with excellent diastereoselectivity (d.r. &gt; 20:1).</div></div><div>Five‐ and six‐membered saturated carbocyclic skeletons serve as core structural units in organic chemistry, medicinal chemistry, materials science, and life sciences. Herein, a metal‐free, mild, and efficient TMSOTf‐mediated alkene transformation method was developed, which enables the highly selective self‐dimerization cyclization of <em>α</em>‐methylstyrene to efficiently afford multisubstituted indane derivatives. This system can be further extended to the tandem cyclization of polyenes, constructing complex polycyclic terpenoid skeletons with excellent diastereoselectivity (d.r. &gt; 20:1).</div><div>A metal‐free, mild, and efficient TMSOTf‐catalyzed alkene transformation method was developed, which enables the highly selective self‐dimerization cyclization of <em>α</em>‐methylstyrene and tandem cyclization of polyenes.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (19KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70526"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148952593","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
TEMPO‐Mediated Electrochemical Three‐Component Synthesis of 2, 4‐Disubstituted Quinazolines From 2‐Aminophenyl Ketones and Alcohols TEMPO介导的2 -氨基苯基酮和醇三组分电化学合成2,4 -二取代喹唑啉
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70531
Yifei Wu, Zhengneng Jin, Jiashou Wu
{"title":"TEMPO‐Mediated Electrochemical Three‐Component Synthesis of 2, 4‐Disubstituted Quinazolines From 2‐Aminophenyl Ketones and Alcohols","authors":"Yifei Wu,&nbsp;Zhengneng Jin,&nbsp;Jiashou Wu","doi":"10.1002/ajoc.70531","DOIUrl":"10.1002/ajoc.70531","url":null,"abstract":"<div><div>A TEMPO‐mediated electrochemical one‐pot three‐component strategy has been developed for the synthesis of 2,4‐disubstituted quinazolines from 2‐aminophenyl ketones, alcohols, and NH<sub>4</sub>OAc. This transition‐metal‐free protocol proceeds under mild conditions without the need for stoichiometric chemical oxidants, and exhibits broad substrate compatibility toward both alkyl and benzylic alcohols.</div></div><div>A TEMPO‐mediated electrochemical one‐pot three‐component strategy has been developed for the synthesis of 2,4‐disubstituted quinazolines from 2‐aminophenyl ketones, alcohols, and NH<sub>4</sub>OAc. This transition‐metal‐free protocol proceeds under mild conditions without the need for stoichiometric chemical oxidants, and exhibits broad substrate compatibility toward both alkyl and benzylic alcohols.</div><div>We have developed a TEMPO‐mediated electrochemical one‐pot three‐component strategy for the synthesis of 2,4‐disubstituted quinazolines using 2‐aminophenyl ketones, alcohols, and NH<sub>4</sub>OAc. This transition‐metal‐free approach operates under mild conditions, avoids the use of stoichiometric chemical oxidants, and exhibits excellent substrate compatibility with both alkyl and benzylic alcohols.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (21KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70531"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148952594","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 Nitro‐Substituted Quinolinamines via Cascade Annulations of Hetero‐2‐Alkynyl‐3‐Carbonitriles 杂- 2 -炔基- 3 -碳腈级联合成硝基取代喹啉胺
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70524
Saurav Kumar, Neha Sharma, Sachin Kumar, Anil Kumar
{"title":"Synthesis of Nitro‐Substituted Quinolinamines via Cascade Annulations of Hetero‐2‐Alkynyl‐3‐Carbonitriles","authors":"Saurav Kumar,&nbsp;Neha Sharma,&nbsp;Sachin Kumar,&nbsp;Anil Kumar","doi":"10.1002/ajoc.70524","DOIUrl":"10.1002/ajoc.70524","url":null,"abstract":"&lt;div&gt;&lt;div&gt;Quinolinamines are one of the important class of compounds in terms of their biological activity and industrial applications. In this study, we have disclosed transition‐metal‐free synthesis of novel nitro‐substituted quinolinamines. This is the only report that allows the synthesis of quinolines having functionalities at benzene ring instead of pyridine ring. This transformation is compatible with aliphatic, aromatic as well as heteroaromatic substitution on alkynes. In addition, late‐stage modification of some biologically relevant molecules and natural products is disclosed. Furthermore, DFT study was performed to check potential application of the experimental synthesis. Geometrical properties, HOMO‐LUMO analysis, Global reactivity calculations, MEP maps and NLO properties were studied. In addition, docking was done by taking CDK2 protein (PDB ID: 3PXQ) to obtain a preliminary assessment of their potential biological interactions. The docking results showed significantly negative binding affinities reflecting the compounds strong binding with the receptor. Overall, the computational studies provide theoretical insights into the electronic, optical, and biological characteristics of the synthesized compounds and support future experimental evaluation of their potential applications.&lt;/div&gt;&lt;/div&gt;&lt;div&gt;Quinolinamines are one of the important class of compounds in terms of their biological activity and industrial applications. In this study, we have disclosed transition‐metal‐free synthesis of novel nitro‐substituted quinolinamines. This is the only report that allows the synthesis of quinolines having functionalities at benzene ring instead of pyridine ring. This transformation is compatible with aliphatic, aromatic as well as heteroaromatic substitution on alkynes. In addition, late‐stage modification of some biologically relevant molecules and natural products is disclosed. Furthermore, DFT study was performed to check potential application of the experimental synthesis. Geometrical properties, HOMO‐LUMO analysis, Global reactivity calculations, MEP maps and NLO properties were studied. In addition, docking was done by taking CDK2 protein (PDB ID: 3PXQ) to obtain a preliminary assessment of their potential biological interactions. The docking results showed significantly negative binding affinities reflecting the compounds strong binding with the receptor. Overall, the computational studies provide theoretical insights into the electronic, optical, and biological characteristics of the synthesized compounds and support future experimental evaluation of their potential applications.&lt;/div&gt;&lt;div&gt;A transition‐metal‐free approach for the synthesis of novel nitro‐substituted quinolinamines from diverse alkynes (aliphatic, aromatic, and heteroaromatic) was reported. The method enables late‐stage functionalization of biologically relevant molecules and natural products. DFT studies provide insights into geometry, HOMO–LUMO characteristics, glob","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70524"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148952591","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
N‐Heterocycle Promoted the Synthesis of Tertiary Amides n -杂环促进叔酰胺的合成
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70515
Xinyu Zhang, Rui Sun, Haoran Liang, Yuzhen Zhang, Dongni Lin, Xiao Yang
{"title":"N‐Heterocycle Promoted the Synthesis of Tertiary Amides","authors":"Xinyu Zhang,&nbsp;Rui Sun,&nbsp;Haoran Liang,&nbsp;Yuzhen Zhang,&nbsp;Dongni Lin,&nbsp;Xiao Yang","doi":"10.1002/ajoc.70515","DOIUrl":"10.1002/ajoc.70515","url":null,"abstract":"<div><div>A novel approach for the construction of tertiary amides via hydroamination of secondary amides with acrylates promoted by <em>N</em>‐heterocycles (NHs) is described. The developed system enables a range of <em>N</em>‐alkyl‐2,6‐difluorobenzamides to deliver <em>N</em>, <em>N</em>‐dialkyl tertiary amides, which serves as a complementary alternative to existing synthetic protocols. Mechanistic studies confirm the pivotal function of NHs in this reaction system.</div></div><div>A novel approach for the construction of tertiary amides via hydroamination of secondary amides with acrylates promoted by <em>N</em>‐heterocycles (NHs) is described. The developed system enables a range of <em>N</em>‐alkyl‐2,6‐difluorobenzamides to deliver <em>N</em>, <em>N</em>‐dialkyl tertiary amides, which serves as a complementary alternative to existing synthetic protocols. Mechanistic studies confirm the pivotal function of NHs in this reaction system.</div><div>An <em>N</em>‐heterocycle (NH)‐promoted hydroamination strategy for the synthesis of tertiary amides from secondary amides and acrylates is developed. This protocol enables the efficient conversion of sterically hindered <em>N</em>‐alkyl‐2,6‐difluorobenzamides into <em>N</em>,<em>N</em>‐dialkyl tertiary amides. Key mechanistic insights confirm the pivotal role of the NH in facilitating N─H activation.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (35KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70515"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753040","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 3‐Chalcogenyl‐benzo[b]Chalcogenophenes via Chalcogenation/Cyclization of Alkynes Promoted by Selectfluor 选择性氟促进炔的硫代/环化合成3-硫代基苯并[b]硫代酚
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70516
Jean C. Kazmierczak, Kelvin V. Hübner, Eduarda R. Fritz, Paola S. Hellwig, Claudio C. Silveira, Ricardo F. Schumacher
{"title":"Synthesis of 3‐Chalcogenyl‐benzo[b]Chalcogenophenes via Chalcogenation/Cyclization of Alkynes Promoted by Selectfluor","authors":"Jean C. Kazmierczak,&nbsp;Kelvin V. Hübner,&nbsp;Eduarda R. Fritz,&nbsp;Paola S. Hellwig,&nbsp;Claudio C. Silveira,&nbsp;Ricardo F. Schumacher","doi":"10.1002/ajoc.70516","DOIUrl":"10.1002/ajoc.70516","url":null,"abstract":"<div><div>A straightforward and efficient strategy for the synthesis of 3‐selanyl‐benzo[<em>b</em>]thiophenes is reported via the electrophilic cyclization of 2‐alkynylthioanisoles. This operationally simple reaction is conducted using Selecfluor as a mild, stable, and easy‐to‐handle oxidizing agent. The methodology is compatible with various functional groups, affording a range of benzo[<em>b</em>]thiophenes through the formation of new C─S and C─Se bonds in a single step, with moderate to good yields. Furthermore, the tolerance to disulfides and ditellurides demonstrates the flexibility of this new methodology in incorporating multifunctionalities into the synthesized benzochalcogenophenes.</div></div><div>A straightforward and efficient strategy for the synthesis of 3‐selanyl‐benzo[<em>b</em>]thiophenes is reported via the electrophilic cyclization of 2‐alkynylthioanisoles. This operationally simple reaction is conducted using Selecfluor as a mild, stable, and easy‐to‐handle oxidizing agent. The methodology is compatible with various functional groups, affording a range of benzo[<em>b</em>]thiophenes through the formation of new C─S and C─Se bonds in a single step, with moderate to good yields. Furthermore, the tolerance to disulfides and ditellurides demonstrates the flexibility of this new methodology in incorporating multifunctionalities into the synthesized benzochalcogenophenes.</div><div>A simple, mild, and safe electrophilic chalcogenocyclization reaction of a diverse array of alkynyl chalcogenoanisoles is depicted. The reactions are mediated by Selectfluor, as a stable, easy‐to‐handle, nontoxic, and safe oxidizing agent. Several 3‐chalcogenyl‐benzo[<em>b</em>]chalcogenophenes were obtained in moderate to excellent yields.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (26KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70516"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148783529","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
Iron‐Catalyzed Thiocyanation of Heterocycles and Aromatics Utilizing a Combination of NH3·H2O and CS2 利用NH3·H2O和CS2的组合,铁催化杂环和芳烃硫氰化
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70535
Jun‐Fa Pang, Zan Chen, Jiarong Mai, Mengting Bai, Ganwen Xue, Huiting Zhou, Libo Nie, Huishi Guo, Yin‐Long Lai
{"title":"Iron‐Catalyzed Thiocyanation of Heterocycles and Aromatics Utilizing a Combination of NH3·H2O and CS2","authors":"Jun‐Fa Pang,&nbsp;Zan Chen,&nbsp;Jiarong Mai,&nbsp;Mengting Bai,&nbsp;Ganwen Xue,&nbsp;Huiting Zhou,&nbsp;Libo Nie,&nbsp;Huishi Guo,&nbsp;Yin‐Long Lai","doi":"10.1002/ajoc.70535","DOIUrl":"10.1002/ajoc.70535","url":null,"abstract":"<div><div>In this study, we report the iron‐catalyzed thiocyanation of heterocycles and aromatics using NH<sub>3</sub>·H<sub>2</sub>O and CS<sub>2</sub> as the SCN source with (NH<sub>4</sub>)<sub>2</sub>S<sub>2</sub>O<sub>8</sub> as an oxidant at room temperature. A string of heterocycles and aromatics, including indoles, pyrroles, anilines, pyrazols, and anisoles, are readily accommodated under environmentally benign conditions. The protocol provides access to various thiocyanated products bearing electron‐deficient/‐rich substituents at different positions in moderate to excellent yields. Mechanistic studies reveal the reaction probably proceeds via a radical process.</div></div><div>In this study, we report the iron‐catalyzed thiocyanation of heterocycles and aromatics using NH<sub>3</sub>·H<sub>2</sub>O and CS<sub>2</sub> as the SCN source with (NH<sub>4</sub>)<sub>2</sub>S<sub>2</sub>O<sub>8</sub> as an oxidant at room temperature. A string of heterocycles and aromatics, including indoles, pyrroles, anilines, pyrazols, and anisoles, are readily accommodated under environmentally benign conditions. The protocol provides access to various thiocyanated products bearing electron‐deficient/‐rich substituents at different positions in moderate to excellent yields. Mechanistic studies reveal the reaction probably proceeds via a radical process.</div><div>An iron‐catalyzed, one‐pot thiocyanation of indoles and other electron‐rich (hetero)arenes using NH<sub>3</sub>·H<sub>2</sub>O and CS<sub>2</sub> as an in situ thiocyanating source proceeds at room temperature with broad substrate scope, avoiding preformed thiocyanate salts.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (20KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70535"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148952595","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
Direct Synthesis of 2‐Aryl Quinolone Derivatives via Oxidative Cyclization: Batch Versus Continuous‐Flow 氧化环化直接合成2-芳基喹诺酮衍生物:间歇与连续流动
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70505
Nian‐Qi Chen, Karthick Govindan, Chia‐Yu Chien, Tamilselvan Duraisamy, Wei‐Yu Lin
{"title":"Direct Synthesis of 2‐Aryl Quinolone Derivatives via Oxidative Cyclization: Batch Versus Continuous‐Flow","authors":"Nian‐Qi Chen,&nbsp;Karthick Govindan,&nbsp;Chia‐Yu Chien,&nbsp;Tamilselvan Duraisamy,&nbsp;Wei‐Yu Lin","doi":"10.1002/ajoc.70505","DOIUrl":"10.1002/ajoc.70505","url":null,"abstract":"&lt;div&gt;&lt;div&gt;Efficient access to structurally important N‐heterocycles continues to be a major focus in synthetic chemistry owing to their broad relevance in medicinal and functional molecule synthesis. In this study, we report an efficient and practical metal‐free p‐TsOH·H&lt;sub&gt;2&lt;/sub&gt;O‐promoted protocol for the synthesis of 2‐arylquinolones under batch and continuous‐flow conditions. The strategy provides two synthetic routes to 2‐arylquinolones; direct cyclization of readily accessible 2‐aminochalcones and a convenient one‐pot synthesis from 2‐aminoacetophenones and aldehydes, thereby avoiding the need to pre‐isolate the aminochalcone intermediates. The transformation proceeds effectively and accommodates a broad range of substrates bearing electron‐donating as well as electron‐withdrawing groups, delivering the desired 2‐arylquinolones in good to excellent yields. Importantly, translation of the methodology to continuous‐flow processing enabled rapid and selective access to both 2‐phenyl‐2,3‐dihydroquinolin‐4(1&lt;em&gt;H&lt;/em&gt;)‐ones and 2‐arylquinolones within minutes by adjusting the reaction atmosphere. The scalability and robustness of the protocol are demonstrated through gram‐scale experiments, highlighting its practical utility for synthetic applications.&lt;/div&gt;&lt;/div&gt;&lt;div&gt;Efficient access to structurally important N‐heterocycles continues to be a major focus in synthetic chemistry owing to their broad relevance in medicinal and functional molecule synthesis. In this study, we report an efficient and practical metal‐free p‐TsOH·H&lt;sub&gt;2&lt;/sub&gt;O‐promoted protocol for the synthesis of 2‐arylquinolones under batch and continuous‐flow conditions. The strategy provides two synthetic routes to 2‐arylquinolones; direct cyclization of readily accessible 2‐aminochalcones and a convenient one‐pot synthesis from 2‐aminoacetophenones and aldehydes, thereby avoiding the need to pre‐isolate the aminochalcone intermediates. The transformation proceeds effectively and accommodates a broad range of substrates bearing electron‐donating as well as electron‐withdrawing groups, delivering the desired 2‐arylquinolones in good to excellent yields. Importantly, translation of the methodology to continuous‐flow processing enabled rapid and selective access to both 2‐phenyl‐2,3‐dihydroquinolin‐4(1&lt;em&gt;H&lt;/em&gt;)‐ones and 2‐arylquinolones within minutes by adjusting the reaction atmosphere. The scalability and robustness of the protocol are demonstrated through gram‐scale experiments, highlighting its practical utility for synthetic applications.&lt;/div&gt;&lt;div&gt;p‐TsOH·H&lt;sub&gt;2&lt;/sub&gt;O promotes the efficient synthesis of 2‐arylquinolones from readily accessible 2‐aminochalcones under metal‐free conditions. The method also operates in a one‐pot mode from 2‐aminoacetophenones and aldehydes. Translation to continuous flow enables rapid and selective access to either dihydroquinolinones or quinolones by simply controlling the reaction atmosphere.\u0000&lt;span&gt;&lt;figure&gt;&lt;span&gt;&lt;img&gt;&lt;ol&gt;&lt;li&gt;&lt;span&gt;&lt;span&gt;D","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70505"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148752801","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
Recent Developments in the Biological Activities of Trametes sanguinea (Syn. Pycnoporus sanguineus) and Its Extracts 血沙菌及其提取物的生物活性研究进展
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70507
Jing‐Ping Hu, Ning‐Yu Guo, Xiao‐Yi Cheng, Xiao Zhang, Xiu‐Wen Jia, Chun Zhang, Ya‐Ping Han, Li‐Zeng Peng
{"title":"Recent Developments in the Biological Activities of Trametes sanguinea (Syn. Pycnoporus sanguineus) and Its Extracts","authors":"Jing‐Ping Hu,&nbsp;Ning‐Yu Guo,&nbsp;Xiao‐Yi Cheng,&nbsp;Xiao Zhang,&nbsp;Xiu‐Wen Jia,&nbsp;Chun Zhang,&nbsp;Ya‐Ping Han,&nbsp;Li‐Zeng Peng","doi":"10.1002/ajoc.70507","DOIUrl":"10.1002/ajoc.70507","url":null,"abstract":"<div><div><em>Trametes sanguinea</em> (syn. <em>Pycnoporus sanguineus</em>), as an important white‐rot fungus, has gained significant attention in recent years due to its remarkable potential in both pharmacological and biodegradation applications. The past half‐decade has witnessed a dramatic proliferation of studies concerning the pharmacological properties of its extracts, wherein numerous bioactive metabolites have been elucidated and structurally defined. Mechanistic investigations have deepened our understanding of these bioactive substances, offering new avenues for therapeutic applications. With respect to biodegradation, <em>T. sanguinea</em> exhibits prominent capacity for degrading organic pollutants within heavy metal‐contaminated environments. This review summarizes the latest progress in the biological activity of <em>T. sanguinea</em> and its extracts, which can be divided into two categories: 1) Pharmacological activity; 2) degradation activity.</div></div><div><em>Trametes sanguinea</em> (syn. <em>Pycnoporus sanguineus</em>), as an important white‐rot fungus, has gained significant attention in recent years due to its remarkable potential in both pharmacological and biodegradation applications. The past half‐decade has witnessed a dramatic proliferation of studies concerning the pharmacological properties of its extracts, wherein numerous bioactive metabolites have been elucidated and structurally defined. Mechanistic investigations have deepened our understanding of these bioactive substances, offering new avenues for therapeutic applications. With respect to biodegradation, <em>T. sanguinea</em> exhibits prominent capacity for degrading organic pollutants within heavy metal‐contaminated environments. This review summarizes the latest progress in the biological activity of <em>T. sanguinea</em> and its extracts, which can be divided into two categories: 1) Pharmacological activity; 2) degradation activity.</div><div><div><em>Trametes sanguinea</em> (syn. <em>Pycnoporus sanguineus</em>), as an important white‐rot fungus, has gained significant attention in recent years due to its remarkable potential in both pharmacological and biodegradation applications. This review summarizes the latest progress in the biological activity of <em>T. sanguinea</em> and its extracts, which can be divided into two categories: 1) Pharmacological activity; 2) degradation activity.</div></div><div><em>Trametes sanguinea</em> (syn. <em>Pycnoporus sanguineus</em>), as an important white‐rot fungus, has gained significant attention in recent years due to its remarkable potential in both pharmacological and biodegradation applications. This review summarizes the latest progress in the biological activity of <em>T. sanguinea</em> and its extracts, which can be divided into two categories: 1) Pharmacological activity; 2) degradation activity.</div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70507"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148752803","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
Mild and Efficient Synthesis of m‐Aminobenzamides via Palladium‐Catalyzed Aminocarbonylation of m‐Iodoanilines With Amine Hydrochlorides 钯催化间碘苯胺与盐酸胺氨基羰基化温和高效合成间氨基苯酰胺
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-08-01 Epub Date: 2026-09-10 DOI: 10.1002/ajoc.70509
Xiao‐Jun Guo, Xiao Zhang, Zhuang‐Zhuang Chang, Xiao‐Qiang Zhou, Bo Liu, Jun‐Yan Li, Zhan‐Qing Liu
{"title":"Mild and Efficient Synthesis of m‐Aminobenzamides via Palladium‐Catalyzed Aminocarbonylation of m‐Iodoanilines With Amine Hydrochlorides","authors":"Xiao‐Jun Guo,&nbsp;Xiao Zhang,&nbsp;Zhuang‐Zhuang Chang,&nbsp;Xiao‐Qiang Zhou,&nbsp;Bo Liu,&nbsp;Jun‐Yan Li,&nbsp;Zhan‐Qing Liu","doi":"10.1002/ajoc.70509","DOIUrl":"10.1002/ajoc.70509","url":null,"abstract":"<div><div>An efficient palladium‐catalyzed aminocarbonylation protocol for the synthesis of <em>m</em>‐aminobenzamides has been developed using <em>m</em>‐iodoanilines and amine hydrochlorides under 1 atm of carbon monoxide (CO). This transformation proceeds under mild conditions, featuring excellent functional group tolerance, broad substrate scope, and high isolated yields. Remarkably, the free amino group of <em>m</em>‐iodoaniline remains unprotected throughout the reaction. This protocol provides a practical and complementary synthetic route to structurally diverse <em>m</em>‐aminobenzamides.</div></div><div>An efficient palladium‐catalyzed aminocarbonylation protocol for the synthesis of <em>m</em>‐aminobenzamides has been developed using <em>m</em>‐iodoanilines and amine hydrochlorides under 1 atm of carbon monoxide (CO). This transformation proceeds under mild conditions, featuring excellent functional group tolerance, broad substrate scope, and high isolated yields. Remarkably, the free amino group of <em>m</em>‐iodoaniline remains unprotected throughout the reaction. This protocol provides a practical and complementary synthetic route to structurally diverse <em>m</em>‐aminobenzamides.</div><div>The first Pd‐catalyzed carbonylation to synthesize <em>m</em>‐aminobenzamides employs <em>m</em>‐iodoanilines and amine hydrochlorides under 1 atm of CO. This mild, readily scalable protocol furnishes high yields with broad substrate scope, and the free amino group requires no protecting groups.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (22KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 8","pages":"Article e70509"},"PeriodicalIF":2.3,"publicationDate":"2026-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753032","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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