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Journal of Heterocyclic Chemistry最新文献

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Microwave-Assisted One-Pot Synthesis of 1,5-Benzodiazepine Derivatives Using Novel ZnFe2O4.Cu(OH)2 Magnetic Nanocomposite as Heterogeneous Catalyst and Their Theoretical Studies as Antifungal Agents 新型ZnFe2O4.Cu(OH)2磁性纳米复合材料微波辅助一锅法合成1,5-苯二氮卓类药物及其抗真菌作用的理论研究
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-06-18 DOI: 10.1002/jhet.4954
Anjaneyulu Bendi, Anirudh Singh Bhathiwal, Aditi Tiwari, G. B. Dharma Rao, Mozhgan Afshari
{"title":"Microwave-Assisted One-Pot Synthesis of 1,5-Benzodiazepine Derivatives Using Novel ZnFe2O4.Cu(OH)2 Magnetic Nanocomposite as Heterogeneous Catalyst and Their Theoretical Studies as Antifungal Agents","authors":"Anjaneyulu Bendi,&nbsp;Anirudh Singh Bhathiwal,&nbsp;Aditi Tiwari,&nbsp;G. B. Dharma Rao,&nbsp;Mozhgan Afshari","doi":"10.1002/jhet.4954","DOIUrl":"https://doi.org/10.1002/jhet.4954","url":null,"abstract":"<div>\u0000 \u0000 <p>Incredible applications of 1,5-benzodiazepine derivatives in the pharmacological and biological world have encouraged us to synthesize the series of novel 2,4-disubstituted-1,5-benzodiazepine derivatives in one pot using reusable ZnFe<sub>2</sub>O<sub>4</sub>.Cu(OH)<sub>2</sub> magnetic nanocomposite as a heterogeneous catalyst under microwave irradiation with a yield range of 70%–93%. The novel ZnFe<sub>2</sub>O<sub>4</sub>.Cu(OH)<sub>2</sub> catalyst was characterized by XRD and TEM. The synthesized 1,5-benzodiazepine derivatives are further investigated for theoretical DFT observations using Spartan-14 software, Autodock Vina, and Discovery Studio software to study their antifungal activity effectiveness towards CaCYP51 (PDB ID-5EQB) protein and observed that almost all compounds exhibit antifungal activity.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 7","pages":"443-457"},"PeriodicalIF":2.0,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144615537","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Green Synthesis and Unexpected Transformation of New Oxothiazolo[3,2-c]Pyrimidine Carbonitriles 新型氧噻唑[3,2-c]嘧啶碳腈的绿色合成与意外转化
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-06-18 DOI: 10.1002/jhet.70000
Çağrı Özbil, Muhammet Yıldırım, Havva Acar, Akın Sağırlı
{"title":"Green Synthesis and Unexpected Transformation of New Oxothiazolo[3,2-c]Pyrimidine Carbonitriles","authors":"Çağrı Özbil,&nbsp;Muhammet Yıldırım,&nbsp;Havva Acar,&nbsp;Akın Sağırlı","doi":"10.1002/jhet.70000","DOIUrl":"https://doi.org/10.1002/jhet.70000","url":null,"abstract":"<div>\u0000 \u0000 <p>A swift microwave-assisted Mannich cyclization between enaminocarbonitriles, formaldehyde, and primary amines giving 3-oxothiazolo[3,2-<i>c</i>]pyrimidine carbonitriles in excellent yields is reported. This protocol has some advantages such as atom-economy, highly practical, water-assisted, catalyst- and chromatography-free. Interestingly, some unexpected aryl thiazolidinones were also accessed over a retro-Mannich-cyclization sequence in the reaction of thiazolo[3,2-<i>c</i>]pyrimidine carbonitriles with mercapto acetic acid.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 7","pages":"458-467"},"PeriodicalIF":2.0,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144615332","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
A New Route for the Synthesis of Thiazole-Fused Pyrimidinone Derivatives via Regioselective Intramolecular Mitsunobu Reaction 区域选择性分子内Mitsunobu反应合成噻唑-嘧啶酮衍生物的新途径
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-06-03 DOI: 10.1002/jhet.4956
Ilária M. S. Lins, Sidney G. D. Feitosa, Janaína V. dos Anjos
{"title":"A New Route for the Synthesis of Thiazole-Fused Pyrimidinone Derivatives via Regioselective Intramolecular Mitsunobu Reaction","authors":"Ilária M. S. Lins,&nbsp;Sidney G. D. Feitosa,&nbsp;Janaína V. dos Anjos","doi":"10.1002/jhet.4956","DOIUrl":"https://doi.org/10.1002/jhet.4956","url":null,"abstract":"<p>This study presents a new route for synthesizing thiazole-fused pyrimidinone derivatives through a regioselective intramolecular Mitsunobu reaction. Previous methods used simultaneous bis-alkylation or 2-aminothiazoline as the uronium derivative in ring closure to form the desired products. However, these methodologies can give a mixture of regioisomers, which was not observed in our results. The developed method showed good to moderate chemical yields and can be applied to synthesizing biologically active compounds.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 7","pages":"436-442"},"PeriodicalIF":2.0,"publicationDate":"2025-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.4956","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144615077","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
N-(Pyridin-2-yl)Amide-Directed, Copper-Mediated Cyanatation of Arene CH Bonds: A New Approach for the Synthesis of 3-(Pyridin-2-yl)Quinazoline-2,4(1H,3H)-Diones N-（吡啶-2-基）酰胺导向、铜介导的芳烃C - H键氰化反应：合成3-（吡啶-2-基）喹唑啉-2,4(1H,3H)-二酮的新方法
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/jhet.4953
Ali Nasirpour, Zarrin Ghasemi, Seyed Abolfazl Hosseini-Yazdi, Michal Dusek, Monika Kucerakova
{"title":"N-(Pyridin-2-yl)Amide-Directed, Copper-Mediated Cyanatation of Arene CH Bonds: A New Approach for the Synthesis of 3-(Pyridin-2-yl)Quinazoline-2,4(1H,3H)-Diones","authors":"Ali Nasirpour,&nbsp;Zarrin Ghasemi,&nbsp;Seyed Abolfazl Hosseini-Yazdi,&nbsp;Michal Dusek,&nbsp;Monika Kucerakova","doi":"10.1002/jhet.4953","DOIUrl":"https://doi.org/10.1002/jhet.4953","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, we report the efficiency of <i>N</i>-(pyridine-2-yl)-amide as a directing group for copper-mediated coupling of arylamide with KOCN to give 3-(pyridin-2-yl)quinazoline-2,4(1<i>H</i>,3<i>H</i>)-dione derivatives. These products were obtained through an intramolecular cyclization of in situ-generated 2-arylisocyanate intermediates. We also identified a bicopperic complex speculated to be a species involved in ortho C<span></span>H activation reactions.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 7","pages":"430-435"},"PeriodicalIF":2.0,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144615215","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 and Application of Azide-Incorporated Copper-Chelating Peptides for Efficient Click Conjugation Reaction 叠氮化铜螯合肽的合成及应用
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-05-27 DOI: 10.1002/jhet.4955
Yuki Sinozaki, Ryota Otani, Hiroki Tanimoto, Takenori Tomohiro
{"title":"Synthesis and Application of Azide-Incorporated Copper-Chelating Peptides for Efficient Click Conjugation Reaction","authors":"Yuki Sinozaki,&nbsp;Ryota Otani,&nbsp;Hiroki Tanimoto,&nbsp;Takenori Tomohiro","doi":"10.1002/jhet.4955","DOIUrl":"https://doi.org/10.1002/jhet.4955","url":null,"abstract":"<div>\u0000 \u0000 <p>Bioorthogonal reactions that rapidly generate stable products in water are powerful tools for the functionalization and analysis of biomolecules of interest. Here, we developed a series of water-soluble copper-chelating azides for rapid copper-catalyzed azide-alkyne [3+2] cycloaddition (CuAAC) reactions. The integrated accelerating ligand, in which introduced an azido group via a linker to a histidine- and methionine-containing peptide, rapidly and quantitatively afford the triazole product. In the application to protein labeling, the apparent rate constant was approximately three orders of magnitude higher than that of tris[(1-benzyl-1<i>H</i>-1,2,3-triazol-4-yl)methyl]amine (TBTA) by changing the trimolecular reaction to a bimolecular reaction, and also by performing it entirely in aqueous solution. The excellent biocompatibility allowed the reaction to proceed almost completely with trace proteins.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 7","pages":"419-429"},"PeriodicalIF":2.0,"publicationDate":"2025-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144615541","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Cu(OTf)2 Catalyzed the Reaction of Donor-Acceptor Cyclopropanes With Salicylaldehyde Phenylhydrazones: Synthesis Polycyclic Tetrahydropyridazines Cu(OTf)2催化供体-受体环丙烷与水杨醛苯基腙的反应：合成多环四氢吡啶
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-05-23 DOI: 10.1002/jhet.4952
Zhiping Liu, Lijie Che, Jie Pang, Junan Xiao, Xiyan Tang, Chunfang Gan, Jianguo Cui, Yanmin Huang
{"title":"Cu(OTf)2 Catalyzed the Reaction of Donor-Acceptor Cyclopropanes With Salicylaldehyde Phenylhydrazones: Synthesis Polycyclic Tetrahydropyridazines","authors":"Zhiping Liu,&nbsp;Lijie Che,&nbsp;Jie Pang,&nbsp;Junan Xiao,&nbsp;Xiyan Tang,&nbsp;Chunfang Gan,&nbsp;Jianguo Cui,&nbsp;Yanmin Huang","doi":"10.1002/jhet.4952","DOIUrl":"https://doi.org/10.1002/jhet.4952","url":null,"abstract":"<div>\u0000 \u0000 <p>A simple method has been developed to prepare tetrahydro-5H-chromeno[4,3-<i>c</i>]pyridazin-5-ones by reacting donor-acceptor cyclopropane 1,1-dieters with salicylaldehyde phenylhydrazones in the presence of Cu(OTf)<sub>2</sub>, yielding moderate results with excellent diastereoselectivity. Moreover, control experiments revealed that the reaction proceeds via a tandem [3 + 3]-annulation/lactonization mechanism.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 5-6","pages":"402-413"},"PeriodicalIF":2.0,"publicationDate":"2025-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144482086","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 Some Acyclonucleosides Analogs of 1,4-Benzothiazine and Their Sulfonates Derivatives: Crystal Structure, Spectroscopic Characterization, DFT Calculations, Hirshfeld Surface Analysis, and Molecular Docking With Mycobacterium tuberculosis 1,4-苯并噻嗪及其磺酸盐衍生物的一些环核苷类似物的合成：晶体结构、光谱表征、DFT计算、Hirshfeld表面分析以及与结核分枝杆菌的分子对接
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-05-13 DOI: 10.1002/jhet.4951
Ezaddine Irrou, Younesse Ait Elmachkouri, Yusuf Sert, Olivier Blacque, Joel T. Mague, Ouachtak Hassan, El Ghayati Lhoussaine, El Mokhtar Essassi, Nada Kheira Sebbar, Mohamed Labd Taha
{"title":"Synthesis of Some Acyclonucleosides Analogs of 1,4-Benzothiazine and Their Sulfonates Derivatives: Crystal Structure, Spectroscopic Characterization, DFT Calculations, Hirshfeld Surface Analysis, and Molecular Docking With Mycobacterium tuberculosis","authors":"Ezaddine Irrou,&nbsp;Younesse Ait Elmachkouri,&nbsp;Yusuf Sert,&nbsp;Olivier Blacque,&nbsp;Joel T. Mague,&nbsp;Ouachtak Hassan,&nbsp;El Ghayati Lhoussaine,&nbsp;El Mokhtar Essassi,&nbsp;Nada Kheira Sebbar,&nbsp;Mohamed Labd Taha","doi":"10.1002/jhet.4951","DOIUrl":"https://doi.org/10.1002/jhet.4951","url":null,"abstract":"<div>\u0000 \u0000 <p>Ten acyclonucleoside analogs of 1,4-benzothiazine and their sulfone derivatives (<b>3a,b</b>–<b>8a,b</b>) were synthesized using alkylation reactions under phase-transfer catalysis (PTC) conditions. The reactions were conducted under optimized conditions, with reaction times ranging from 1.5 to 2 h and yields varying between 70% and 76%. All the synthesized products were characterized using <sup>1</sup>H and <sup>13</sup>C-NMR spectroscopy. Additionally, the structures of compounds <b>4a</b>, <b>6b</b>, <b>7a</b>, and <b>8b</b> were confirmed through single-crystal X-ray diffraction analysis. Spectral data were also calculated using density functional theory (DFT) at the B3LYP/6–311++G(d,p) level and compared with experimental results to better understand the non-binding intermolecular interactions in the solid-state crystal packing. Two-dimensional (2D) and three-dimensional (3D) Hirshfeld surface analyses were performed to identify the closest atomic contacts in the studied molecules. The structures of compounds <b>4a</b>, <b>6b</b>, <b>7a</b>, and <b>8b</b> were optimized and evaluated for their HOMO and LUMO energies, along with their corresponding orbital representations. A strong correlation was observed between the experimental and calculated results. Finally, molecular docking studies of compounds <b>4a</b>, <b>6b</b>, <b>7a</b>, and <b>8b</b> were performed to investigate their binding patterns with inhibitory targets from the Protein Data Bank (PDB: 4P8K-A chain: DprE1: decaprenylphosphoryl-β-D-ribose-2′-epimerase) from \u0000 <i>Mycobacterium tuberculosis</i>\u0000 , using the AutoDock Vina program.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 5-6","pages":"383-401"},"PeriodicalIF":2.0,"publicationDate":"2025-05-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144482187","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Palladium-Catalyzed Three-Component Reaction of Enol Ethers, Salicylaldehyde, and Trimethyl Orthoformate: A Fast Synthesis of Tetrahydro-2H,5H-Pyrano[2,3-b]Chromenes 钯催化烯醇醚、水杨醛和原甲酸三甲酯的三组分反应：快速合成四氢- 2h， 5h -吡喃[2,3-b]铬
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-03-02 DOI: 10.1002/jhet.4949
Melina D. Cordova-Rodríguez, José A. Olivares-Castillo, Marcos Flores-Álamo, William H. García-Santos, Martín A. Iglesias-Arteaga
{"title":"Palladium-Catalyzed Three-Component Reaction of Enol Ethers, Salicylaldehyde, and Trimethyl Orthoformate: A Fast Synthesis of Tetrahydro-2H,5H-Pyrano[2,3-b]Chromenes","authors":"Melina D. Cordova-Rodríguez,&nbsp;José A. Olivares-Castillo,&nbsp;Marcos Flores-Álamo,&nbsp;William H. García-Santos,&nbsp;Martín A. Iglesias-Arteaga","doi":"10.1002/jhet.4949","DOIUrl":"https://doi.org/10.1002/jhet.4949","url":null,"abstract":"<p>The Pd-catalyzed three-component reaction of enol ethers, methyl orthoformate, and salicylaldehyde is described. Both steroid and non-steroid enol ethers are compatible. This reaction allows the construction of tetrahydro-2H,5H-pyrano[2,3-b]chromene. Unambiguous NMR characterization and X-ray diffraction structures are provided.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 5-6","pages":"378-382"},"PeriodicalIF":2.0,"publicationDate":"2025-03-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.4949","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144482007","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
An Efficient Catalyst-Free Protocol for the Synthesis of Various CNContaining Heterocycles at Ambient Temperature 常温下合成多种含C - <s:1> - N -杂环化合物的高效无催化剂方案
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-01-29 DOI: 10.1002/jhet.4948
Qiuyun Huang, Xinmei Xie, Huijun Ren, Liu Yang, Qiangwen Fan, Haibo Zhu, Zongbo Xie, Zhanggao Le
{"title":"An Efficient Catalyst-Free Protocol for the Synthesis of Various CNContaining Heterocycles at Ambient Temperature","authors":"Qiuyun Huang,&nbsp;Xinmei Xie,&nbsp;Huijun Ren,&nbsp;Liu Yang,&nbsp;Qiangwen Fan,&nbsp;Haibo Zhu,&nbsp;Zongbo Xie,&nbsp;Zhanggao Le","doi":"10.1002/jhet.4948","DOIUrl":"https://doi.org/10.1002/jhet.4948","url":null,"abstract":"<div>\u0000 \u0000 <p>Herein, we reported an efficient synthetic protocol to access various N-containing heterocycles at ambient temperature without using any catalysts and additives. The protocol showed good tolerance to dozens of substrates affording quinoxalines, thiazoles, and imidazoles with isolated yields of up to 94%, wherein 26 examples were synthesized in total. Moreover, this method was also readily applicable to gram-scale synthesis. Finally, a plausible reaction mechanism was proposed according to the experimental results.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 5-6","pages":"371-377"},"PeriodicalIF":2.0,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144482123","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 Terminal Alkenylindolines via Rhodium-Catalyzed Direct CH Alkenylation With Alkenyl Borates 铑催化硼酸烯基直接C -羟基烯化合成末端烯酸啉
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2025-01-27 DOI: 10.1002/jhet.4939
Liang Wang, Xiaoyu He, Cheng Luo, Pengjie Li, Yina Mei, Cheng Gong, Yimeng Wang, Jin Zhang
{"title":"Synthesis of Terminal Alkenylindolines via Rhodium-Catalyzed Direct CH Alkenylation With Alkenyl Borates","authors":"Liang Wang,&nbsp;Xiaoyu He,&nbsp;Cheng Luo,&nbsp;Pengjie Li,&nbsp;Yina Mei,&nbsp;Cheng Gong,&nbsp;Yimeng Wang,&nbsp;Jin Zhang","doi":"10.1002/jhet.4939","DOIUrl":"https://doi.org/10.1002/jhet.4939","url":null,"abstract":"<div>\u0000 \u0000 <p>An efficient method for the synthesis of valuable terminal C7-alkenylated indolines through the direct C–H alkenylation of <i>N</i>-pyridinyl indolines in the presence of a rhodium catalyst has been developed. Alkenyl borates were first used as a useful alkenyl reagent for C–H functionalization of indolines. Under mild reaction conditions, a series of indolines with different functional groups were compatible in this transformation, affording the C7-alkenylated product in good to excellent yields. Moreover, the C7-alkenylated indoline can be conveniently converted to the pyrroloquinoline derivative, which is a popular tricyclic indoline skeleton in bioactive compounds, highlighting its potential application value.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 4","pages":"362-368"},"PeriodicalIF":2.0,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143770658","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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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