Asian Journal of Organic Chemistry最新文献

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Exploring Synthetic Potential of Benzylamines/Amines: Review on Synthesis of Benzimidazoles 探索苯胺/胺类化合物的合成潜力:苯并咪唑的合成研究进展
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70486
Vikas D. Kadu
{"title":"Exploring Synthetic Potential of Benzylamines/Amines: Review on Synthesis of Benzimidazoles","authors":"Vikas D. Kadu","doi":"10.1002/ajoc.70486","DOIUrl":"10.1002/ajoc.70486","url":null,"abstract":"<div><div>The benzimidazoles are one of the significant benzofused 1,3‐azole heterocyclic scaffolds due to their amazing pharmaceutical importance and different biological activities. Graciously, the C(sp<sup>3</sup>)‐<em>H</em> bond functionalization of arylmethylamines considerably contributed as an impressive alternative toward synthesis of functionalized benzimidazoles. The different synthetic routes are described based on various catalytic systems for synthesis of benzimidazoles from arylmethylamines/amines as an efficient substrate <em>via</em> C–H/C–N bond functionalization. As well, the substrate scope is discussed in detail and gives scope of different benzimidazole products with their reaction mechanism to understand the fruitful insights to future study.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70486"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148658017","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
Asymmetric Aldol Reactions Catalyzed by Upper‐Rim Functionalized Chiral Cyclohexanediamine Calix[4]Arenes in Aqueous Media 上环功能化手性环己二胺杯芳烃在水介质中催化不对称醛醇反应
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70492
Zheng‐Yi Li, Yi Zhao, Meiling Wang, Jing Shi, Ke Yang
{"title":"Asymmetric Aldol Reactions Catalyzed by Upper‐Rim Functionalized Chiral Cyclohexanediamine Calix[4]Arenes in Aqueous Media","authors":"Zheng‐Yi Li,&nbsp;Yi Zhao,&nbsp;Meiling Wang,&nbsp;Jing Shi,&nbsp;Ke Yang","doi":"10.1002/ajoc.70492","DOIUrl":"10.1002/ajoc.70492","url":null,"abstract":"<div><div>Upper‐rim functionalized cyclohexanediamine calix[4]arene derivatives have been developed as chiral organocatalysts for asymmetric aldol reactions in aqueous media. The use of calix[4]arene catalyst <strong>cat‐2</strong> enabled the reaction between cyclic ketones and arylaldehydes to proceed with good yields and high enantioselectivity. Moreover, <strong>cat‐4</strong> effectively promoted the aldol reaction of acetone with aryl aldehydes. Notably, <strong>cat‐2</strong> maintained high catalytic activity over five consecutive cycles, demonstrating its potential for sustainable and green synthesis. A gram‐scale transformation was also conducted to illustrate the practical synthetic utility of this catalytic system.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70492"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148467404","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‐Triggered Cyclization of Epoxy Carbamates: A Practical Route to Oxazolidinones 碘触发环氧氨基甲酸酯的环化:一条制备恶唑烷酮的实用途径
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70496
Yueh‐Ling Huang, Yi‐Lin Wang, Hui‐Yin Hsu, Cheng‐Kun Lin
{"title":"Iodine‐Triggered Cyclization of Epoxy Carbamates: A Practical Route to Oxazolidinones","authors":"Yueh‐Ling Huang,&nbsp;Yi‐Lin Wang,&nbsp;Hui‐Yin Hsu,&nbsp;Cheng‐Kun Lin","doi":"10.1002/ajoc.70496","DOIUrl":"10.1002/ajoc.70496","url":null,"abstract":"<div><div>Oxazolidinones are important heterocycles widely found in pharmaceuticals and biologically active molecules. Herein, we report an iodine‐mediated cyclization of epoxy benzyl carbamates that provides an efficient route to C5‐hydroxymethyl‐substituted oxazolidinones. The transformation proceeds under mild conditions and tolerates a broad range of functional groups, affording the desired products in moderate to excellent yields. Mechanistic studies using optically pure substrates revealed that the iodine‐mediated reaction proceeds through an S<sub>N</sub>2‐type epoxide opening at the stereogenic center, resulting in inversion of configuration. This pathway contrasts with conventional nucleophile‐promoted epoxide ring‐opening/cyclization processes that proceed with retention of configuration. A plausible mechanism involving iodine activation of the epoxide followed by Baldwin‐favored 5‐<em>exo</em>‐tet cyclization is proposed. Notably, the reaction exhibits high regioselectivity, and no regioisomeric products were detected. This iodine‐promoted transformation provides a mechanistically distinct and operationally simple approach for the stereodivergent synthesis of oxazolidinones.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70496"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148467483","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 Multifunctionalization of Alkynes Promoted by Acid and Selectfluor 酸和选择性氟促进炔的无金属多功能化
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70447
Xiaohang Wu, Zongwei Li, Wei Wang, Mingli Tian, Zhiye Wang, Heng Li, Bingxin Yuan
{"title":"Metal‐Free Multifunctionalization of Alkynes Promoted by Acid and Selectfluor","authors":"Xiaohang Wu,&nbsp;Zongwei Li,&nbsp;Wei Wang,&nbsp;Mingli Tian,&nbsp;Zhiye Wang,&nbsp;Heng Li,&nbsp;Bingxin Yuan","doi":"10.1002/ajoc.70447","DOIUrl":"10.1002/ajoc.70447","url":null,"abstract":"<div><div>Herein, we describe a metal‐free approach for the tetrafunctionalization of internal alkynes using an acid/Selectfluor system. This method efficiently forms four new chemical bonds (C─F, C─C, and C─N) in a single step, enabling the construction of amide‐containing fluorene under mild conditions. The reaction proceeds through a carbocation‐based mechanism initiated by 1,6‐enyne cyclization, with acetonitrile serving as both solvent and the amide source. Gram‐scale synthesis demonstrates the practical utility of this transformation, while mechanistic studies verify the origin of the amide group and the involvement of a deuterium kinetic isotope effect (DKIE). This work establishes a distinct, transition‐metal‐free pathway for alkyne multifunctionalization, offering a complementary strategy to existing synthetic methods.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70447"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148357939","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
Aqueous α‐C‐H Sulfonylmethylation of α‐Oxo Ketene Dithioacetals: Green Synthesis of Allylic Sulfones α-氧基酮二硫缩醛的α-C-H磺基甲基化:烯丙基砜的绿色合成
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70481
Hui Luo, Haifeng Yu, Rui Wang, Youdi Zhang
{"title":"Aqueous α‐C‐H Sulfonylmethylation of α‐Oxo Ketene Dithioacetals: Green Synthesis of Allylic Sulfones","authors":"Hui Luo,&nbsp;Haifeng Yu,&nbsp;Rui Wang,&nbsp;Youdi Zhang","doi":"10.1002/ajoc.70481","DOIUrl":"10.1002/ajoc.70481","url":null,"abstract":"<div><div>An efficient aqueous α‐C‐H sulfonylmethylation of α‐oxo ketene dithioacetals with sodium sulfinates and glyoxylic acid has been developed. The sulfonylmethylation reaction is achieved in the mixture of water and polyethylene glycol 200 (PEG‐200) (v/v = 3:1) as reaction medium at 100°C, affording allylic sulfone derivatives in good yields. This simple, efficient, and environmentally benign approach rendering it practical and attractive.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70481"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148462900","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
FeCl3/TBHP‐Mediated Mechanochemical Driven C–H Alkylation of Indolizines With Maleimides: Synthesis of 3‐(Indolizin‐3‐yl)Succinimides FeCl3/TBHP介导的机械化学驱动吲哚嗪与马来酰亚胺的C-H烷基化反应:3 -(吲哚嗪- 3 -酰基)琥珀酰亚胺的合成
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70494
Pratiksha Jangir, Bhawani, Vani Dhyani, Krishnan Rangan, Anil Kumar
{"title":"FeCl3/TBHP‐Mediated Mechanochemical Driven C–H Alkylation of Indolizines With Maleimides: Synthesis of 3‐(Indolizin‐3‐yl)Succinimides","authors":"Pratiksha Jangir,&nbsp;Bhawani,&nbsp;Vani Dhyani,&nbsp;Krishnan Rangan,&nbsp;Anil Kumar","doi":"10.1002/ajoc.70494","DOIUrl":"10.1002/ajoc.70494","url":null,"abstract":"<div><div>A FeCl<sub>3</sub>/TBHP‐promoted mechanochemical‐driven reaction of indolizines with maleimides that provides a rapid and sustainable method for the synthesis of 3‐(indolizin‐3‐yl)succinimides. The protocol offers several advantages over liquid‐phase synthesis and demonstrates a broad substrate scope, converting various indolizines and diverse maleimides into the corresponding 3‐(indolizin‐3‐yl)succinimides in up to 89% yield. The developed synthetic protocol features excellent functional group tolerance, operational simplicity, solvent‐free conditions, and high efficiency. Preliminary mechanistic studies unveiled that the reaction might be realized by a radical pathway.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70494"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148658012","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 Functionalized Olefins via a Palladium‐Catalyzed Reaction of Thianthrenium Salts and N‐Tosylhydrazones as Formal C(sp2)–H Insertion 钯催化硫鎓盐与n -甲苯腙作为C(sp2) -H插入物的反应合成功能化烯烃
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70483
Sharma Happy, Bhoomika Duklan, Pokhriyal Yamini, Dongari Yadagiri
{"title":"Synthesis of Functionalized Olefins via a Palladium‐Catalyzed Reaction of Thianthrenium Salts and N‐Tosylhydrazones as Formal C(sp2)–H Insertion","authors":"Sharma Happy,&nbsp;Bhoomika Duklan,&nbsp;Pokhriyal Yamini,&nbsp;Dongari Yadagiri","doi":"10.1002/ajoc.70483","DOIUrl":"10.1002/ajoc.70483","url":null,"abstract":"<div><div>We report a formal palladium‐catalyzed carbene insertion into the C(sp<sup>2</sup>)─H bond of arenes and heteroarenes to access the functionalized olefins. We have demonstrated the synthesis of various substituted olefins with yields ranging from good to excellent using readily available substrates. The methodology's efficiency is highlighted by its semi‐one‐pot process, which enables the synthesis of functionalized olefins from unactivated arenes and ketones via in situ formation of thianthrenium salts and N‐tosylhydrazones. This streamlined approach enhances its practicality for the synthesis of complex molecules. Additionally, it showed the synthesis of biologically active molecules.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70483"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148462869","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
TBHP Promoted Highly Selective Tandem Radical Cyclization of 1,5‐enynes: Efficient Access to Sulfonated Naphthonitrile TBHP促进1,5-炔的高选择性串联自由基环化:磺化萘腈的有效途径
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70501
Dong Xia, Lei Zhang, Wenchao Yang, Xiaobo Bao, Jianfei Kong
{"title":"TBHP Promoted Highly Selective Tandem Radical Cyclization of 1,5‐enynes: Efficient Access to Sulfonated Naphthonitrile","authors":"Dong Xia,&nbsp;Lei Zhang,&nbsp;Wenchao Yang,&nbsp;Xiaobo Bao,&nbsp;Jianfei Kong","doi":"10.1002/ajoc.70501","DOIUrl":"10.1002/ajoc.70501","url":null,"abstract":"<div><div>A novel <em>tert</em>‐butyl hydroperoxide (TBHP) promoted sulfonylation of 1,5‐enynes via cascade radical addition and cyclization with high selectivity was developed, the reaction provides a selective and efficient route to desired sulfonated naphthonitrile in good yields from readily available aryl sulfinic acids and 1,5‐enynes under metal‐free conditions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70501"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148615796","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
Ni‐Catalyzed Regio‐ and Enantioselective Synthesis of P‐Chiral Dienyl Secondary Phosphine Oxides 镍催化区域选择性和对映选择性合成对手性二烯基仲膦氧化物
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70482
Jin‐Ming Jia, Chun‐Yi Xiong, Wei‐Han Wang, Qing‐Wei Zhang
{"title":"Ni‐Catalyzed Regio‐ and Enantioselective Synthesis of P‐Chiral Dienyl Secondary Phosphine Oxides","authors":"Jin‐Ming Jia,&nbsp;Chun‐Yi Xiong,&nbsp;Wei‐Han Wang,&nbsp;Qing‐Wei Zhang","doi":"10.1002/ajoc.70482","DOIUrl":"10.1002/ajoc.70482","url":null,"abstract":"<div><div><em>P</em>‐chiral secondary phosphine oxides (SPOs) are pivotal precursors to valuable <em>P</em>‐Chiral phosphorus compounds, yet their asymmetric synthesis remains a challenge due to their propensity for racemization. Herein, we report a nickel‐catalyzed hydrophosphorylation of primary phosphine oxides (PPOs) with conjugated enynes to construct <em>P</em>‐chiral dienyl SPOs. This method displays high regioselectivity and broad tolerance for a wide range of conjugated enyne substrates. The resulting products have the potential to serve as valuable precursors to bidentate ligands, as well as versatile synthons for accessing P‐stereogenic phosphines.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70482"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148463149","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
Visible‐Light‐Mediated Selenofunctionalization of Styrenes: NEt3‐Regulated Switchable Synthesis of β‐Hydroxyselenides and α‐Seleno Ketones 可见光介导苯乙烯的硒功能化:net3调控的β-羟基硒化物和α-硒酮的可切换合成
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70491
Yanfu Jiang, Duoduo Xiao, Xian Jiang, Weibing Liu, Jiantao Zhang
{"title":"Visible‐Light‐Mediated Selenofunctionalization of Styrenes: NEt3‐Regulated Switchable Synthesis of β‐Hydroxyselenides and α‐Seleno Ketones","authors":"Yanfu Jiang,&nbsp;Duoduo Xiao,&nbsp;Xian Jiang,&nbsp;Weibing Liu,&nbsp;Jiantao Zhang","doi":"10.1002/ajoc.70491","DOIUrl":"10.1002/ajoc.70491","url":null,"abstract":"<div><div>Switchable divergent synthesis that enables selective formation of distinct products from a common substrate is highly attractive in organic synthesis and medicinal chemistry. Herein, we report a NEt<sub>3</sub>‐regulated, switchable visible‐light‐mediated selenofunctionalization of styrenes with broad functional group tolerance. The divergent synthesis between <em>β</em>‐hydroxyselenides and <em>α</em>‐seleno ketones is dependent on the additive NEt<sub>3</sub>. The presence of NEt<sub>3</sub> promotes the formation of <em>β</em>‐hydroxyselenides, whereas its absence selectively favors <em>α</em>‐seleno ketones. This protocol proceeds under mild room‐temperature conditions and exhibits high atom economy as well as environmental friendliness, thus offering a practical approach for the selective construction of valuable organoselenium compounds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70491"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148467403","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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