发布求助
文献互助 智能选刊 最新文献

The Journal of Organic Chemistry最新文献

筛选
英文 中文
Lewis Acid Promotes Three-Component Cyclization to Construct Dithioxazole Derivatives 路易斯酸促进三组分环化以构建二硫恶唑衍生物
IF 4.354 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-16 DOI: 10.1021/acs.joc.4c01723
Kai Zou, Anquan Li, Yitong Chen, Gao Cao, Baofu Zhu
{"title":"Lewis Acid Promotes Three-Component Cyclization to Construct Dithioxazole Derivatives","authors":"Kai Zou, Anquan Li, Yitong Chen, Gao Cao, Baofu Zhu","doi":"10.1021/acs.joc.4c01723","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01723","url":null,"abstract":"A simple and effective strategy for the construction of disulfide-substituted oxazole derivatives from amides, ynals, and acetyl disulfides via a Lewis acid-promoted three-component reaction has been reported. In addition, this reaction possesses other unique advantages, such as transition-metal-free catalysis, the production of disulfides, good functional group tolerance, and good regioselectivity.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"9 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2024-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642612","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Chemoselective Dehydrogenation and Hetero-Arylation of Amides via Radical Translocation Enabled by Photoexcited Triplet Ketone Catalysis 通过光激发三重酮催化的自由基转移实现酰胺的化学选择性脱氢和异芳基化
IF 4.354 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-16 DOI: 10.1021/acs.joc.4c02060
Akash Bisoyi, Amit Behera, Alisha Rani Tripathy, Vijay Kumar Simhadri, Veera Reddy Yatham
{"title":"Chemoselective Dehydrogenation and Hetero-Arylation of Amides via Radical Translocation Enabled by Photoexcited Triplet Ketone Catalysis","authors":"Akash Bisoyi, Amit Behera, Alisha Rani Tripathy, Vijay Kumar Simhadri, Veera Reddy Yatham","doi":"10.1021/acs.joc.4c02060","DOIUrl":"https://doi.org/10.1021/acs.joc.4c02060","url":null,"abstract":"We herein report the chemoselective dehydrogenation and heteroarylation of amides through photoexcited triplet ketone catalysis. Under mild reaction conditions, the generated aryl radical through the halogen atom transfer (XAT) process further undergoes an intramolecular 1,5-HAT event to generate an α-amido alkyl radical, which then intercepted with either cobalt or a reduced cyano arene radical leads to dehydrogenated and heteroarylated products, respectively, in good yields.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"13 1","pages":""},"PeriodicalIF":4.354,"publicationDate":"2024-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142642613","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
From Established to Emerging: Evolution of Cross-Coupling Reactions 从成熟到新兴：交叉偶联反应的演变
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 DOI: 10.1021/acs.joc.4c0257310.1021/acs.joc.4c02573
Mark R. Biscoe, Josep Cornella, Dipannita Kalyani and Sharon Neufeldt*, 
{"title":"From Established to Emerging: Evolution of Cross-Coupling Reactions","authors":"Mark R. Biscoe, Josep Cornella, Dipannita Kalyani and Sharon Neufeldt*, ","doi":"10.1021/acs.joc.4c0257310.1021/acs.joc.4c02573","DOIUrl":"https://doi.org/10.1021/acs.joc.4c02573https://doi.org/10.1021/acs.joc.4c02573","url":null,"abstract":"","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16065–16069 16065–16069"},"PeriodicalIF":3.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640581","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Selective Oxyfunctionalization of Benzylic C-H with No Solvent. 无溶剂选择性氧基官能化苄基 C-H。
IF 4.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2024-11-06 DOI: 10.1021/acs.joc.4c01950
Miao Tian, Jinya Li, Quansheng Mou, Mingxin Liu
{"title":"Selective Oxyfunctionalization of Benzylic C-H with No Solvent.","authors":"Miao Tian, Jinya Li, Quansheng Mou, Mingxin Liu","doi":"10.1021/acs.joc.4c01950","DOIUrl":"10.1021/acs.joc.4c01950","url":null,"abstract":"<p><p>The direct selective oxyfunctionalization of C-H into C═O represents a highly useful, yet challenging, synthetic methodology. Herein, a one-step oxyfunctionalization of benzylic C-H into aryl ketone, with no overoxidation of the -OH functional group, is reported through mechanochemistry. The substrate scope is also tolerant of a wide range of different functional groups, providing a particularly sustainable yet widely adaptable route for the synthesis of aryl ketones, which represent both a classic synthetic precursor and a useful strategy for lignin monomer valorization. A series of mechanistic and spectroscopic investigations were also conducted to shed light on the unique C-H over -OH selectivity, opening up new avenues for oxidation chemistry.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16645-16652"},"PeriodicalIF":4.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142589561","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Rapid, Homogenous, B-Alkyl Suzuki-Miyaura Cross-Coupling of Boronic Esters. 硼酸酯的快速、均质、B-烷基 Suzukii-Miyaura 交叉偶联。
IF 4.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2024-03-14 DOI: 10.1021/acs.joc.4c00089
Matthew J Bock, Scott E Denmark
{"title":"Rapid, Homogenous, B-Alkyl Suzuki-Miyaura Cross-Coupling of Boronic Esters.","authors":"Matthew J Bock, Scott E Denmark","doi":"10.1021/acs.joc.4c00089","DOIUrl":"10.1021/acs.joc.4c00089","url":null,"abstract":"<p><p>A rapid, anhydrous Suzuki-Miyaura cross-coupling of alkylboronic esters with aryl halides is described. Parallel experimentation revealed that the combination of AntPhos, an oxaphosphole ligand, neopentyldiol alkylboronic esters, and potassium trimethylsilanolate (TMSOK) enables successful cross-coupling. In general, reactions proceed in under 1 h with good yields and high linear/branched (<i>l</i>/<i>b</i>) selectivities. Crucially, two literature examples which previously took >20 h to reach completion were accomplished in a fraction of the time with the method described herein. Mechanistic studies revealed that the reaction proceeds through a stereoretentive pathway and identified the boronic ester skeleton as a predominant pathway for deleterious protodehalogenation.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16195-16202"},"PeriodicalIF":4.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11399326/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140118196","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
2,6-Bis(pyrazol-1-yl)pyridine (1-bpp) as a General Ligand for the Negishi Alkylation of Alkylpyridinium Salts. 2,6-双（吡唑-1-基）吡啶 (1-bpp) 作为烷基吡啶鎓盐内姬石烷基化的通用配体。
IF 4.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2023-06-27 DOI: 10.1021/acs.joc.3c00665
Kristen M Baker, Olivia P Bercher, J Cameron Twitty, Thomas Mortimer, Mary P Watson
{"title":"2,6-Bis(pyrazol-1-yl)pyridine (1-bpp) as a General Ligand for the Negishi Alkylation of Alkylpyridinium Salts.","authors":"Kristen M Baker, Olivia P Bercher, J Cameron Twitty, Thomas Mortimer, Mary P Watson","doi":"10.1021/acs.joc.3c00665","DOIUrl":"10.1021/acs.joc.3c00665","url":null,"abstract":"<p><p>A Ni/1-bpp catalyst was demonstrated to be effective in the Negishi alkylation with multiple classes of alkylpyridinium salts, including α-primary and α-secondary. These conditions are also effective for benzylic pyridinium salts, demonstrating the successful Negishi alkylation of benzylic pyridinium salts for the first time. Further, 14 derivatives of 1-bpp were prepared with a variety of steric and electronic properties to study how these changes impact the success of the Negishi alkylation.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16249-16252"},"PeriodicalIF":4.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9692092","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
From Established to Emerging: Evolution of Cross-Coupling Reactions. 从成熟到新兴：交叉偶联反应的演变。
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 DOI: 10.1021/acs.joc.4c02573
Mark R Biscoe, Josep Cornella, Dipannita Kalyani, Sharon Neufeldt
{"title":"From Established to Emerging: Evolution of Cross-Coupling Reactions.","authors":"Mark R Biscoe, Josep Cornella, Dipannita Kalyani, Sharon Neufeldt","doi":"10.1021/acs.joc.4c02573","DOIUrl":"10.1021/acs.joc.4c02573","url":null,"abstract":"","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16065-16069"},"PeriodicalIF":3.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142612801","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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 Electro-Reductive Cross-Electrophile Couplings of Alkyl Amine-Derived Radical Precursors with Aryl Iodides. 镍催化烷基胺衍生自由基前体与芳基碘化物的电诱导交叉亲电偶联。
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2023-05-23 DOI: 10.1021/acs.joc.3c00859
Lars J Wesenberg, Alessandra Sivo, Gianvito Vilé, Timothy Noël
{"title":"Ni-Catalyzed Electro-Reductive Cross-Electrophile Couplings of Alkyl Amine-Derived Radical Precursors with Aryl Iodides.","authors":"Lars J Wesenberg, Alessandra Sivo, Gianvito Vilé, Timothy Noël","doi":"10.1021/acs.joc.3c00859","DOIUrl":"10.1021/acs.joc.3c00859","url":null,"abstract":"<p><p>In recent years, the \"Escape-from-Flatland\" trend has prompted the synthetic community to develop a set of cross-coupling strategies to introduce sp<sup>3</sup>-carbon-based fragments in organic compounds. This study presents a novel nickel-catalyzed electrochemical methodology for reductive cross-electrophile coupling. The method enables C(sp<sup>2</sup>)-C(sp<sup>3</sup>) linkages using inexpensive amine-derived radical precursors and aryl iodides. The use of electrochemistry as a power source reduces waste and avoids chemical reductants, making this approach a more sustainable alternative to traditional cross-coupling methods.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16121-16125"},"PeriodicalIF":3.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11574849/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9512274","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Light-Induced Difunctionalization of Alkenes with Polyhaloalkanes and Quinoxalin-2(1H)-ones. 光诱导烯与多卤烷和喹喔啉-2(1H)-酮的双官能化。
IF 4.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2024-11-01 DOI: 10.1021/acs.joc.4c02119
Vivek Kumar, Akash Bisoyi, Fathima Beevi V, Veera Reddy Yatham
{"title":"Light-Induced Difunctionalization of Alkenes with Polyhaloalkanes and Quinoxalin-2(1<i>H</i>)-ones.","authors":"Vivek Kumar, Akash Bisoyi, Fathima Beevi V, Veera Reddy Yatham","doi":"10.1021/acs.joc.4c02119","DOIUrl":"10.1021/acs.joc.4c02119","url":null,"abstract":"<p><p>Herein, we report a metal-free light-induced three-component reaction for the synthesis of polychloroalkyl-substituted quinoxalin-2(1<i>H</i>)-ones using commercially available alkenes, polyhalo alkanes, and quinoxalin-2(1<i>H</i>)-ones. Preliminary mechanistic studies suggested the generation of radical intermediates via an EDA-complex, single electron transfer, or halogen atom transfer pathway. Under mild reaction conditions, various alkenes and quinoxalin-2(1<i>H</i>)-ones containing different functional groups are compatible, providing the corresponding polychloroalkyl-substituted quinoxalin-2(1<i>H</i>)-ones in moderate to good yields.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16964-16968"},"PeriodicalIF":4.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142556657","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Enantioselective Synthesis of Azatricycles via Post-Ugi Cyclizations. 通过乌基后环化技术对氮杂环进行对映选择性合成。
IF 4.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2024-11-04 DOI: 10.1021/acs.joc.4c01970
Mandweep Bhumij, Mayur D Ambule, Sagar Sinha, Surbhi Prabhat, Ruchir Kant, Ajay Kumar Srivastava
{"title":"Enantioselective Synthesis of Azatricycles via Post-Ugi Cyclizations.","authors":"Mandweep Bhumij, Mayur D Ambule, Sagar Sinha, Surbhi Prabhat, Ruchir Kant, Ajay Kumar Srivastava","doi":"10.1021/acs.joc.4c01970","DOIUrl":"10.1021/acs.joc.4c01970","url":null,"abstract":"<p><p>We report a new method to create enantioenriched azatricycles using chiral α-amino acids in a two-step process after an Ugi reaction. Amino acids are great building blocks for making pure chiral molecules. Using chiral natural molecules in multicomponent reactions (MCRs) helps increase their variety by adding new chiral centers. The Ugi reaction, discovered by Ivar Karl Ugi in 1959, is a versatile MCR that helps create complex molecular structures and natural products through additional transformations called post-Ugi modifications. Designing these modifications requires selecting the right amine, acid, aldehyde/ketone, and isocyanide. Amino acids, with their primary amine and carboxylic acid groups and a pre-existing chiral center, are ideal for making diverse and selective post-Ugi modifications. Our method uses <i>ipso</i>-cyclization and aza-Michael cyclization with hypervalent iodine to create various azaspirotricyclic structures with high stereocontrol. This approach works well with different substrates and shows promise for further development in drug discovery.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"16679-16696"},"PeriodicalIF":4.3,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142575436","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
首页 上一页 下一页 尾页
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整，为了账户安全，请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们：info@booksci.cn Book学术提供免费学术资源搜索服务，方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号：481959085
Book学术官方微信