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
3-Diazopiperidine-2,4-diones as Convenient Precursors to Rare Polysubstituted Spiro Bis-β,γ-lactams and 2-Oxopyrrolidine-3-carboxylic Acid Derivatives via the Thermally Promoted Wolff Rearrangement 通过热促进沃尔夫重排将 3-二氮哌啶-2,4-二酮作为稀有多取代螺双-β,γ-内酰胺和 2-氧代吡咯烷-3-羧酸衍生物的便捷前体
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-25 DOI: 10.1021/acs.joc.4c0201710.1021/acs.joc.4c02017
Ekaterina Levashova, Maria Adamchik, Dmitrii Nikolaev, Mikhail Ryazantsev and Dmitry Dar’in*, 
{"title":"3-Diazopiperidine-2,4-diones as Convenient Precursors to Rare Polysubstituted Spiro Bis-β,γ-lactams and 2-Oxopyrrolidine-3-carboxylic Acid Derivatives via the Thermally Promoted Wolff Rearrangement","authors":"Ekaterina Levashova,&nbsp;Maria Adamchik,&nbsp;Dmitrii Nikolaev,&nbsp;Mikhail Ryazantsev and Dmitry Dar’in*,&nbsp;","doi":"10.1021/acs.joc.4c0201710.1021/acs.joc.4c02017","DOIUrl":"https://doi.org/10.1021/acs.joc.4c02017https://doi.org/10.1021/acs.joc.4c02017","url":null,"abstract":"<p >Herein, we describe a diastereoselective and straightforward synthetic approach to polysubstituted spirocyclic bis-lactams bearing both β- and γ-lactam cores with diverse substitution patterns. The method developed is based on a microwave-assisted Wolff rearrangement/Staudinger [2 + 2] cycloaddition sequence involving 3-diazopiperidine-2,4-diones and imines. The corresponding reaction tolerates a wide range of functionalities in both substrates, giving the target bis-lactams in generally high yields. The synthetic utility of the thermally promoted Wolff rearrangement has been extended to the interaction of 3-diazopiperidine-2,4-dione-derived ketenes with various nucleophiles leading to derivatives of 2-oxopyrrolidine-3-carboxylic acids. Our findings potentially pave an avenue for designing new compounds with a high degree of medicinal relevance by means of the processes studied.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16721–16735 16721–16735"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640837","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
Assessment of Conjugation Pathways in N-Methylporphyrins that Are Fused to Acenaphthylene, Phenanthrene, or Pyrene: Evidence for the Presence of Alternative Aromatic Circuits 评估与苊烯、菲或芘融合的 N-甲基卟啉的共轭途径：存在替代芳香环路的证据
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-25 DOI: 10.1021/acs.joc.4c0176010.1021/acs.joc.4c01760
Jared S. Salrin, Brian G. Carpenter, Deyaa I. AbuSalim and Timothy D. Lash*, 
{"title":"Assessment of Conjugation Pathways in N-Methylporphyrins that Are Fused to Acenaphthylene, Phenanthrene, or Pyrene: Evidence for the Presence of Alternative Aromatic Circuits","authors":"Jared S. Salrin,&nbsp;Brian G. Carpenter,&nbsp;Deyaa I. AbuSalim and Timothy D. Lash*,&nbsp;","doi":"10.1021/acs.joc.4c0176010.1021/acs.joc.4c01760","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01760https://doi.org/10.1021/acs.joc.4c01760","url":null,"abstract":"<p >Acenaphtho-, phenanthro-, and pyrenopyrrole esters, readily available from Barton-Zard reactions of ethyl isocyanoacetate with nitroarenes, were reacted with methyl iodide and KOH in DMSO to give <i>N</i>-methylpyrroles and subsequent cleavage of the ester moieties was accomplished with KOH in ethylene glycol at 200 °C. Condensation with two equiv of an acetoxymethylpyrrole in refluxing acetic acid-2-propanol afforded a series of annulated tripyrranes. Cleavage of the terminal <i>tert</i>-butyl ester groups with trifluoroacetic acid, followed by condensation with a diformylpyrrole and oxidation with FeCl<sub>3</sub>, gave <i>N</i>-methyl acenaphtho-, phenanthro-, and pyrenoporphyrins. The <i>N</i>-methyl substituent effectively freezes the tautomeric equilibria to maximize interactions between the porphyrin nucleus and the fused aromatic substructures. Analysis of the proton NMR spectra provides evidence of the presence of extended aromatic circuits within these structures. Anisotropy of induced ring current (AICD) plots clearly shows the presence of 30π electron pathways in phenanthro- and pyrenoporphyrins that run around the exterior of the benzenoid fragments. These results demonstrate that <i>N</i>-alkylation can be used to relocate aromatic pathways in porphyrinoid systems.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16493–16509 16493–16509"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.joc.4c01760","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640838","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
Bis(aminoalkyl)cyclopropenylidene (BAC)-Catalyzed Intramolecular Annulation of 2-(2-Formylaryl)-aryl-Substituted p-Quinone Methides to 9-Phenanthrol Derivatives 双(氨基烷基)环亚丙烯基(BAC)催化的 2-(2-甲酰基芳基)芳基取代对醌甲苷与 9-菲醇衍生物的分子内嵌反应
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-25 DOI: 10.1021/acs.joc.4c0199310.1021/acs.joc.4c01993
Pavit K. Ranga, Feroz Ahmad, Shaheen Fatma, Arun Kumar, Divyanshu Baranwal and Ramasamy Vijaya Anand*, 
{"title":"Bis(aminoalkyl)cyclopropenylidene (BAC)-Catalyzed Intramolecular Annulation of 2-(2-Formylaryl)-aryl-Substituted p-Quinone Methides to 9-Phenanthrol Derivatives","authors":"Pavit K. Ranga,&nbsp;Feroz Ahmad,&nbsp;Shaheen Fatma,&nbsp;Arun Kumar,&nbsp;Divyanshu Baranwal and Ramasamy Vijaya Anand*,&nbsp;","doi":"10.1021/acs.joc.4c0199310.1021/acs.joc.4c01993","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01993https://doi.org/10.1021/acs.joc.4c01993","url":null,"abstract":"<p >This article describes a bis(aminoalkyl)cyclopropenylidene (BAC)-catalyzed intramolecular annulation of strategically designed 2-(2-formylaryl)-phenyl-substituted <i>p</i>-quinone methides (<i>p-</i>QMs) to access 9-phenanthrol derivatives and related carbocycles. In addition, the synthetic utility of this methodology has been demonstrated in the synthesis of the seven-membered carbocyclic core of resveratrol-based natural products (±)-shoreaphenol and (±)-malibatol A.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16697–16710 16697–16710"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640916","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
Photoreductive N–N Homocoupling Catalyzed by a Superphotoreductant 超级光诱导剂催化的光导 N-N 同偶联反应
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-25 DOI: 10.1021/acs.joc.4c0211210.1021/acs.joc.4c02112
Yi-Ping Wang, Zhen-Zhen Guo, Jian-Ping Qu* and Yan-Biao Kang*, 
{"title":"Photoreductive N–N Homocoupling Catalyzed by a Superphotoreductant","authors":"Yi-Ping Wang,&nbsp;Zhen-Zhen Guo,&nbsp;Jian-Ping Qu* and Yan-Biao Kang*,&nbsp;","doi":"10.1021/acs.joc.4c0211210.1021/acs.joc.4c02112","DOIUrl":"https://doi.org/10.1021/acs.joc.4c02112https://doi.org/10.1021/acs.joc.4c02112","url":null,"abstract":"<p >Azines are valuable synthons or target molecules in organic synthesis. In this work, we report that <b>CBZ6</b> could work as a photoreductive catalyst for the N–N homocoupling of oximes in high efficiency. This therefore enabled convenient access to a large variety of azines from the corresponding aryl and alkyl ketones, as well as aryl aldehydes in up to 99% yield. 2,4-Dinitrophenoxyl was used as the recyclable auxiliary and the <b>CBZ6</b> photocatalyst could also be recycled. These together with the low catalyst loading (2 mol % of <b>CBZ6</b>), the short reaction time (4 h), and the nontoxic DMSO solvent make the current process a sustainable and practical alternative to the classic methods.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16804–16808 16804–16808"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640841","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
Ru-Catalyzed Redox-Neutral Coupling of N-Chlorobenzamides with Unsymmetrical Alkynes in Water Ru 催化 N-氯苯甲酰胺与不对称炔烃在水中的氧化还原中性偶联反应
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI: 10.1021/acs.joc.4c0223410.1021/acs.joc.4c02234
Sharajit Saha, Hemanga Bhattacharyya, Subhankar Dolai, Swati Samantaray, Kshitiz Verma and Tharmalingam Punniyamurthy*, 
{"title":"Ru-Catalyzed Redox-Neutral Coupling of N-Chlorobenzamides with Unsymmetrical Alkynes in Water","authors":"Sharajit Saha,&nbsp;Hemanga Bhattacharyya,&nbsp;Subhankar Dolai,&nbsp;Swati Samantaray,&nbsp;Kshitiz Verma and Tharmalingam Punniyamurthy*,&nbsp;","doi":"10.1021/acs.joc.4c0223410.1021/acs.joc.4c02234","DOIUrl":"https://doi.org/10.1021/acs.joc.4c02234https://doi.org/10.1021/acs.joc.4c02234","url":null,"abstract":"<p >In water, Ru-catalyzed annulation of <i>N</i>-chlorobenzamides with unsymmetrical internal alkynes bearing aryl, hydroxy, ester, and sulfonyl functionalities has been accomplished to afford isoquinolone scaffolds under external oxidant-free conditions at room temperature. Use of water as reaction medium, redox-neutral conditions, regioselectivity, and substrate scope are important practical features.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16850–16864 16850–16864"},"PeriodicalIF":3.3,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640711","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
Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes 有机光氧催化乙烯基硼酸酯的氢硅烷化作用以合成双子和双子硼硅烷
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI: 10.1021/acs.joc.4c0173110.1021/acs.joc.4c01731
Yue Zhang, Ting Wang, Yuan-Yuan Liu, Zheng-Bing Zhang*, Pan Han* and Linhai Jing*, 
{"title":"Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes","authors":"Yue Zhang,&nbsp;Ting Wang,&nbsp;Yuan-Yuan Liu,&nbsp;Zheng-Bing Zhang*,&nbsp;Pan Han* and Linhai Jing*,&nbsp;","doi":"10.1021/acs.joc.4c0173110.1021/acs.joc.4c01731","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01731https://doi.org/10.1021/acs.joc.4c01731","url":null,"abstract":"<p >Geminal and vicinal borosilanes have unique applications in functional materials and synthetic transformations. Herein, a convenient method for the synthesis of geminal and vicinal borosilanes is developed via photoredox metal-free hydrosilylation of vinylboronic esters. This strategy features the advantages of high atom economy, environmental friendliness, and excellent functional group compatibility. The mechanism studies reveal that the catalytic reaction goes through photoredox HAT catalysis and a radical addition pathway.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16463–16472 16463–16472"},"PeriodicalIF":3.3,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640700","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
Platinum-Catalyzed Diboration of Alkynes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B2(dan)2) 铂催化的 1,8-二氨基萘保护二硼酸（B2(dan)2）对炔烃的二化反应
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI: 10.1021/acs.joc.4c0193910.1021/acs.joc.4c01939
Shinichi Saito*, Yuya Koizumi, Yuki Ito, Taiga Yasuda and Yusuke Yoshigoe, 
{"title":"Platinum-Catalyzed Diboration of Alkynes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B2(dan)2)","authors":"Shinichi Saito*,&nbsp;Yuya Koizumi,&nbsp;Yuki Ito,&nbsp;Taiga Yasuda and Yusuke Yoshigoe,&nbsp;","doi":"10.1021/acs.joc.4c0193910.1021/acs.joc.4c01939","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01939https://doi.org/10.1021/acs.joc.4c01939","url":null,"abstract":"<p >The diboration of alkynes by 1,8-diaminonaphthalene-protected diboronic acid (B<sub>2</sub>(dan)<sub>2</sub>) proceeded smoothly in the presence of a platinum catalyst, and 1,2-diborylalkenes were isolated in up to 94% yield. The use of an appropriate solvent and ligand was critical for the progress of the reaction. The derivatization of 1,2-diborylalkenes was briefly examined.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16947–16951 16947–16951"},"PeriodicalIF":3.3,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.joc.4c01939","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640783","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
Direct Synthesis of Benzothiazoles and Benzoxazoles from Carboxylic Acids Utilizing (o-CF3PhO)3P as a Coupling Reagent 利用 (o-CF3PhO)3P 作为偶联试剂从羧酸直接合成苯并噻唑和苯并恶唑
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI: 10.1021/acs.joc.4c0180710.1021/acs.joc.4c01807
Mei Wang, Xuan Zhou, Yunhuan Wang, Yu Tian, Wenchang Gou, Lin Zhang* and Chun Li*, 
{"title":"Direct Synthesis of Benzothiazoles and Benzoxazoles from Carboxylic Acids Utilizing (o-CF3PhO)3P as a Coupling Reagent","authors":"Mei Wang,&nbsp;Xuan Zhou,&nbsp;Yunhuan Wang,&nbsp;Yu Tian,&nbsp;Wenchang Gou,&nbsp;Lin Zhang* and Chun Li*,&nbsp;","doi":"10.1021/acs.joc.4c0180710.1021/acs.joc.4c01807","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01807https://doi.org/10.1021/acs.joc.4c01807","url":null,"abstract":"<p >A general and efficient method for the direct synthesis of benzothiazoles and benzoxazoles from carboxylic acids with 2-aminobenzenethiols or 2-aminophenols using (<i>o</i>-CF<sub>3</sub>PhO)<sub>3</sub>P as a simple coupling reagent has been developed. Diverse benzothiazoles and benzoxazoles were synthesized in moderate to excellent yields. And the gram-scale preparation of benzothiazole and benzoxazole also proceeded smoothly under the mild conditions. Moreover, a plausible reaction mechanism was discussed, with (<i>o</i>-CF<sub>3</sub>PhO)<sub>3</sub>P and its hydrolysis product (<i>o</i>-CF<sub>3</sub>PhO)<sub>2</sub>P(O)H contributing to the formation of the target products as an amide synthesis coupling agent and a cyclization reaction promoter, respectively.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16542–16552 16542–16552"},"PeriodicalIF":3.3,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640784","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
Continuous Flow Ni- or Ru-Zeolite-Catalyzed Intramolecular Dehydration of Diols and Seco-Acids for Macrocyclic Ethers and Lactones 连续流镍或钌沸石催化二元醇和仲酸分子内脱水制备大环醚和内酯
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI: 10.1021/acs.joc.4c0169210.1021/acs.joc.4c01692
Dashrat V. Sutar, Akash B. Jamdade, Gourishankar B. Swami, Pramod M. Jadhav and Boopathy Gnanaprakasam*, 
{"title":"Continuous Flow Ni- or Ru-Zeolite-Catalyzed Intramolecular Dehydration of Diols and Seco-Acids for Macrocyclic Ethers and Lactones","authors":"Dashrat V. Sutar,&nbsp;Akash B. Jamdade,&nbsp;Gourishankar B. Swami,&nbsp;Pramod M. Jadhav and Boopathy Gnanaprakasam*,&nbsp;","doi":"10.1021/acs.joc.4c0169210.1021/acs.joc.4c01692","DOIUrl":"https://doi.org/10.1021/acs.joc.4c01692https://doi.org/10.1021/acs.joc.4c01692","url":null,"abstract":"<p >Herein, we report the efficient intramolecular dehydrative coupling of symmetrical and unsymmetrical diols for the synthesis of macrocyclic crown ethers in the presence of Ni-zeolite as a catalyst under continuous flow module. This method is also efficient for the intramolecular dehydrative macrolactonization of seco-acids using Ni-zeolite or Ru-zeolite. This flow catalysis is demonstrated by a wide substrate scope with one-time packed Ni-zeolite to produce 20 macrocyclic polyethers and 11 examples of broad macrolactones with water as a byproduct.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16444–16462 16444–16462"},"PeriodicalIF":3.3,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640782","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
Synthesis of Substituted of Benzo[4,5]imidazo[1,2-a]pyrimidines through (3 + 2+1) Cyclization of 2-Aminobenzimidazole, Acetophenone, and N,N-Dimethylformamide as One-Carbon Synthon. 通过 2-氨基苯并咪唑、苯乙酮和 N,N-二甲基甲酰胺的单碳合成（3 + 2 + 1）环化合成苯并[4,5]咪唑并[1,2-a]嘧啶。
IF 3.3 2区 化学
The Journal of Organic Chemistry Pub Date : 2024-10-18 Epub Date: 2023-09-12 DOI: 10.1021/acs.joc.3c01227
Mengyi Guo, Xin Huang, Suzhen Li, Wanqian Ma, Aqin Liu, Xiuyu Zhang, Qiulin Kuang, Luoteng Cheng, Yibo Song, Xueyuan Hu, Jianyong Yuan
{"title":"Synthesis of Substituted of Benzo[4,5]imidazo[1,2-<i>a</i>]pyrimidines through (3 + 2+1) Cyclization of 2-Aminobenzimidazole, Acetophenone, and <i>N</i>,<i>N</i>-Dimethylformamide as One-Carbon Synthon.","authors":"Mengyi Guo, Xin Huang, Suzhen Li, Wanqian Ma, Aqin Liu, Xiuyu Zhang, Qiulin Kuang, Luoteng Cheng, Yibo Song, Xueyuan Hu, Jianyong Yuan","doi":"10.1021/acs.joc.3c01227","DOIUrl":"10.1021/acs.joc.3c01227","url":null,"abstract":"<p><p>An efficient method for the construction of benzo[4,5]imidazo[1,2-<i>a</i>]pyrimidines using <i>N</i>,<i>N</i>-dimethylformamide as a one-carbon source and 2-aminobenzimidazoles and acetophenone as substrates through a one-pot, three-component cascade reaction is described. Spectra investigations indicated the fluorescent properties of selected products, exhibiting quantum yields 0.07-0.16 with maxima absorption at 266-294 nm and emission at 472-546 nm.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":" ","pages":"14612-14618"},"PeriodicalIF":3.3,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10572125","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