Organic chemistry frontiers : an international journal of organic chemistry最新文献_第3页

Rhodium-catalyzed one-pot tandem reductive amination/asymmetric transfer hydrogenation of quinoxaline-2-carbaldehydes and anilines for the efficient synthesis of chiral vicinal diamines† 铑催化喹啉-2-乙醛和苯胺的一锅串联还原胺化/不对称转移加氢高效合成手性邻二胺

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00625b

Ji Yang , Zhenni He , Zhen Yao , Wei Huang , Siwen Meng , Lijin Xu , Qing-Hua Fan

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Enantioselective synthesis of chiral seven-membered rings via Rh-catalyzed 1,4-addition of arylboronic acids to enones† 铑催化1,4-芳基硼酸加成烯酮手性七元环的对映选择性合成

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00444f

Hao-Ran Wang , Wen-Guang Zhou , Li-Wen Zhan , Long-Long Xi , Ren-Rong Liu

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Design and synthetic utility of new HAT organocatalysts derived from commercially available diamines†‡ 由市售二胺衍生的新型HAT有机催化剂的设计与合成应用

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00509d

JingWen Jia , Terumasa Kato , Keiji Maruoka

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Oxidative copper-catalyzed synthesis of β-amino ketones from allyl alcohols and anilines 氧化铜催化烯丙醇和苯胺合成β-氨基酮

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00961h

Amit Kumar , Kritika Dogra , Basab Bijayi Dhar

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Copper-catalyzed Cloke–Wilson rearrangement for the synthesis of dihydrofurans containing tetrasubstituted carbon atoms† 铜催化clok - wilson重排合成含四取代碳原子的二氢呋喃

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00401b

Qinqin Cui , Shouang Lan , Xiang Lei , Chao Xu , Chunyun Jiang , Lili Zhao , Liyuan Zhou , Jinggong Liu , Cheng-Zhi Gu , Shuang Yang , Xinqiang Fang

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Regioselective C–H alkynylation with haloalkynes enabled by nitrogen functionalities via Rh catalysis† 氮官能团激活的C-H与卤代烷的区域选择性烷基化

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00578g

Qiaoya Zhang , Bifu Liu , Ci Chen , Yinling Li , Kejun Feng , Sheng Hu , Yang Gao , Yanping Huo , Qian Chen , Xianwei Li

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Dynamic supramolecular nanosheet structures formed by aromatic amphiphiles and their functions 芳香族两亲体形成的动态超分子纳米片结构及其功能

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00561b

Yanqiu Wang , Myongsoo Lee

{"title":"Dynamic supramolecular nanosheet structures formed by aromatic amphiphiles and their functions","authors":"Yanqiu Wang , Myongsoo Lee","doi":"10.1039/d5qo00561b","DOIUrl":"10.1039/d5qo00561b","url":null,"abstract":"<div><div>Supramolecular nanostructures based on the self-assembly of aromatic amphiphiles have received considerable attention because these structures based on non-covalent interactions can be dynamic, leading to switchable nanomaterials in response to external stimuli. The self-assembled materials combine the simplicity of small molecules with the versatility of self-assembly, with a wide range of applications proposed in biomedicine, nanotechnology, <em>etc</em>. Among the diverse self-assembled nanostructures, two-dimensional (2D) nanosheet structures are promising objects in the materials science field due to their ultrathin, large surface areas. Much research effort has been devoted to the study of 2D nanosheet structures based on diverse shapes and conformations of the aromatic segments. This review describes recent progress in the development of nanosheet structures through the self-assembly of rationally designed π-conjugated aromatic amphiphile building blocks. Potential applications, such as chiral separation and biological application, are also discussed. Various views on 2D nanosheet structures have been proposed in the literature, and in this respect, we have attempted to provide a systematic account based on our research progress in recent years. We hope that this will provide a useful reference for 2D nanosheet structures formed by the rational design of aromatic amphiphile self-assembly. We also anticipate that this strategy will provide an opportunity for broadening the application potential of 2D nanosheet structures.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 18","pages":"Pages 5058-5071"},"PeriodicalIF":0.0,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144154292","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Exploring the intricacies of inverse hydride shuttle catalysis in azabicyclic scaffold construction with contiguous stereocenters† 探索具有连续立体中心的氮杂环支架结构中反氢化物穿梭催化的复杂性

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00627a

Damanpreet Kaur , Saurabh Vinod Parmar , Aniket Nigade , Vidya Avasare

{"title":"Exploring the intricacies of inverse hydride shuttle catalysis in azabicyclic scaffold construction with contiguous stereocenters†","authors":"Damanpreet Kaur , Saurabh Vinod Parmar , Aniket Nigade , Vidya Avasare","doi":"10.1039/d5qo00627a","DOIUrl":"10.1039/d5qo00627a","url":null,"abstract":"<div><div>Asymmetric catalysis is crucial for synthetic organic chemistry, with significant implications in the synthesis of natural products and pharmaceuticals. Despite experimental advancements in the synthesis of chiral azabicyclic scaffolds using achiral organocatalysts and fluoro-aryl boranes, the fundamental mechanistic origins behind the introduction of three contiguous stereocenters remain largely unexplored. This study presents the first computational investigation into the intricacies of inverse hydride shuttle catalysis and the effect of electron-withdrawing groups in the asymmetric synthesis of azabicyclic frameworks. The condensed Fukui function analysis was employed to unravel the structure–activity relationship of five different fluoro-aryl boranes in the asymmetric synthesis of alkaloid scaffolds. The activation strain model analysis provided a quantitative assessment of contributions from interactions and deformations. The insights discovered align with experimental observations and could prove valuable in establishing efficient, selective, and sustainable methods for stereoselective synthesis without the need for any chiral source in the reaction.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 18","pages":"Pages 4908-4923"},"PeriodicalIF":0.0,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144652624","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Multicomponent synthesis of unsymmetrical 1,2-diamines via photo-induced carbonyl alkylative amination† 光诱导羰基烷基化胺化多组分合成不对称1,2-二胺

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00479a

Zhuohua Li , Wenjie Yan , Xiao Zhou , Chao Yang , Lin Guo , Wujiong Xia

引用次数: 0

1,2 Wagner–Meerwein shift in aza-Nazarov cyclization: Bi(iii)-catalyzed substrate-dependent divergent synthesis of highly substituted pyrroles and indenes† Aza-Nazarov环化中的1,2 Wagner-Meerwein变换：Bi（III）催化的依赖底物的高取代吡咯和吲哚的分散合成

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-04-26 DOI: 10.1039/d5qo00168d

Deepak Datta Gaonkar , Shon Gangai , Krishna Mhaske , Rishikesh Narayan

{"title":"1,2 Wagner–Meerwein shift in aza-Nazarov cyclization: Bi(iii)-catalyzed substrate-dependent divergent synthesis of highly substituted pyrroles and indenes†","authors":"Deepak Datta Gaonkar , Shon Gangai , Krishna Mhaske , Rishikesh Narayan","doi":"10.1039/d5qo00168d","DOIUrl":"10.1039/d5qo00168d","url":null,"abstract":"<div><div>The Nazarov reaction and its variants such as aza-Nazarov and iso-Nazarov cyclizations are versatile methods for the synthesis of five-membered ring systems including pyrroles and indenes. The 1,2-Wagner Meerwein shift has been combined in a domino sequence with both Nazarov and aza-Nazarov-like reactions for the synthesis of cyclopentenone and indole derivatives, respectively. However, the same sequence has not been applied for the synthesis of pyrroles, possibly due to the high reactivity of 1-azapentadienyl cation intermediates. In this report, we present the first example of an aza-Nazarov/1,2-Wagner Meerwein shift domino sequence for the synthesis of highly substituted pyrroles. The use of Bi(<span>iii</span>) as a mild main group metal catalyst was found to be crucial to control the high reactivity of the intermediate. The substrate demonstrated substituent-dependent divergence in product formation to selectively give indenes through iso-Nazarov cyclization. Detailed mechanistic investigations reveal the electrocyclization nature of the reaction involving a cationic intermediate generated under Lewis acid and/or ‘hidden Brǿnsted acid’ catalysis conditions.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 18","pages":"Pages 5027-5038"},"PeriodicalIF":0.0,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143876085","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0