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Journal of Heterocyclic Chemistry最新文献

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Modular Assembly of Oxindole-Cyclopropane-Pyrazolone Bispirocycles via Phosphine-Mediated [2+1] Annulation 膦介导的[2+1]环法制备氧吲哚-环丙烷-吡唑酮双环
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-10 DOI: 10.1002/jhet.70200
Li-Wen Shen, Ren-Fang Huang, Guang-Wei Wang, Yun-Qing Jia, Min Xiang
{"title":"Modular Assembly of Oxindole-Cyclopropane-Pyrazolone Bispirocycles via Phosphine-Mediated [2+1] Annulation","authors":"Li-Wen Shen,&nbsp;Ren-Fang Huang,&nbsp;Guang-Wei Wang,&nbsp;Yun-Qing Jia,&nbsp;Min Xiang","doi":"10.1002/jhet.70200","DOIUrl":"https://doi.org/10.1002/jhet.70200","url":null,"abstract":"<div>\u0000 \u0000 <p>A phosphine-mediated [2+1] annulation of pyrazoloneyldiene oxindoles with <i>α</i>-keto esters is reported, enabling modular assembly of oxindole-cyclopropane-pyrazolone bispirocycles with excellent chemoselectivity. The reaction proceeds under mild conditions with broad functional group tolerance (including natural product-derived esters), delivering diverse products in high yields (up to 98%), and is scalable to gram level.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1074-1081"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148533284","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
One-Pot Sequential Four-Component Reaction for Diastereoselective Synthesis of 3-Phosphonyloxy-3-Chromenyl-Disubstituted Oxindoles in Aqueous Ethanol 乙醇中一锅顺序四组分非对映选择性合成3-膦氧基-3-铬基-二取代氧吲哚
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-05-07 DOI: 10.1002/jhet.70206
Mingshu Wu, Enju Wang, Rui Ning, Feng Fan
{"title":"One-Pot Sequential Four-Component Reaction for Diastereoselective Synthesis of 3-Phosphonyloxy-3-Chromenyl-Disubstituted Oxindoles in Aqueous Ethanol","authors":"Mingshu Wu,&nbsp;Enju Wang,&nbsp;Rui Ning,&nbsp;Feng Fan","doi":"10.1002/jhet.70206","DOIUrl":"https://doi.org/10.1002/jhet.70206","url":null,"abstract":"<div>\u0000 \u0000 <p>A one-pot sequential four-component reaction for the diastereoselective synthesis of 3-phosphonyloxy-3-chromenyl-disubstituted oxindoles is described. The reaction proceeds via the base-mediated addition of diethylphosphite to isatins followed by a [1,2]-phospha-Brook rearrangement, generating α-phosphonyloxy enolates. These enolates are subsequently trapped by 2-iminochromene intermediates, derived in situ from salicylaldehydes and malononitrile, to afford phosphate-incorporated 3,3-disubstituted oxindole derivatives in high yields and with good diastereoselectivity. This methodology offers significant advantages, including step economy, reduced waste, operational simplicity, and the use of aqueous ethanol as an environmentally and economically sustainable solvent.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1167-1173"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148532550","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 Practical and Efficient Strategy to 2-Spirocyclic Benzofuran-3(2H)-ones: Phase-Transfer-Catalyzed Double Michael Addition With Dienones 一种实用高效的2-螺环苯并呋喃-3(2H)-酮的相转移催化双迈克尔加成反应策略
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-05-08 DOI: 10.1002/jhet.70210
Shuhui Ren, Yu Li, Bo Lu, Zenghui Li, Wenqin Liu, Pingnan Wan, Yan Lin, Yani He, Hanfeng Cui
{"title":"A Practical and Efficient Strategy to 2-Spirocyclic Benzofuran-3(2H)-ones: Phase-Transfer-Catalyzed Double Michael Addition With Dienones","authors":"Shuhui Ren,&nbsp;Yu Li,&nbsp;Bo Lu,&nbsp;Zenghui Li,&nbsp;Wenqin Liu,&nbsp;Pingnan Wan,&nbsp;Yan Lin,&nbsp;Yani He,&nbsp;Hanfeng Cui","doi":"10.1002/jhet.70210","DOIUrl":"https://doi.org/10.1002/jhet.70210","url":null,"abstract":"<div>\u0000 \u0000 <p>An efficient phase-transfer-catalyzed double Michael reaction between benzofuran-3(2<i>H</i>)-ones and dienones was developed. Using commercially available tetrabutylammonium bromide as the phase-transfer catalyst and potassium prolinate or potassium carbonate as the base, a broad variety of 2-spirocyclic benzofuran-3(2<i>H</i>)-one derivatives were prepared with moderate to high yields under mild conditions. Gram-scale reactions were further performed to verify the practical feasibility of the established method.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1174-1184"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148533028","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
Metal-Free Green Synthesis of 4,5-Diaryl-1,3-Dioxolane-2-Thiones Scaffolds via NHC Catalysis NHC催化无金属绿色合成4,5-二芳基-1,3-二氧唑烷-2-硫酮支架
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-23 DOI: 10.1002/jhet.70197
Jayshree Nandkumar Solanke, Marappan Pradeep Kumar, Selvam Vasanth, Gangi Raju, Vasudevan Dhayalan, Rambabu Dandela
{"title":"Metal-Free Green Synthesis of 4,5-Diaryl-1,3-Dioxolane-2-Thiones Scaffolds via NHC Catalysis","authors":"Jayshree Nandkumar Solanke,&nbsp;Marappan Pradeep Kumar,&nbsp;Selvam Vasanth,&nbsp;Gangi Raju,&nbsp;Vasudevan Dhayalan,&nbsp;Rambabu Dandela","doi":"10.1002/jhet.70197","DOIUrl":"https://doi.org/10.1002/jhet.70197","url":null,"abstract":"<div>\u0000 \u0000 <p>A metal-free, efficient method for the simple and convenient synthesis of aryl group-substituted thiocarbonates under ambient conditions has been developed. The described strategy enabled the practical approach to access diaryl-substituted cyclic thiocarbonates from hydrobenzoin using di(1<i>H</i>-imidazol-1-yl)methanethione (Im<sub>2</sub>CS) in toluene at reflux. <i>N</i>-Heterocyclic carbene (NHCs) have been used as organocatalysts to convert functionalized aromatic aldehydes to substituted benzoin, which is then rapidly reduced with commercially available sodium borohydride (NaBH<sub>4</sub>) in one-pot conditions, producing functionalized hydrobenzoin derivatives in good yields. The present method offers a greener approach featuring readily accessible catalysts and reagents, broad substrate scope, operational simplicity, high yields, shorter reaction times, and mild conditions.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1089-1098"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148533927","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
Harnessing the Synergy of Green Solvents and Iron Nanoparticles for Pyrazole Derivative Synthesis: Recent Advancements and Future Perspectives 利用绿色溶剂和铁纳米颗粒的协同作用合成吡唑衍生物：最新进展和未来展望
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-24 DOI: 10.1002/jhet.70205
Shubham Sharma, Swati Rani, Akansha Agrwal, Islom Kadirov,  Vaishali, Preeti Jain, Magdi E. A. Zaki, Sobhi M. Gomha
{"title":"Harnessing the Synergy of Green Solvents and Iron Nanoparticles for Pyrazole Derivative Synthesis: Recent Advancements and Future Perspectives","authors":"Shubham Sharma,&nbsp;Swati Rani,&nbsp;Akansha Agrwal,&nbsp;Islom Kadirov,&nbsp; Vaishali,&nbsp;Preeti Jain,&nbsp;Magdi E. A. Zaki,&nbsp;Sobhi M. Gomha","doi":"10.1002/jhet.70205","DOIUrl":"https://doi.org/10.1002/jhet.70205","url":null,"abstract":"<div>\u0000 \u0000 <p>Over the past decades, green synthesis has been introduced for the generation of diverse array of valuable organic heterocycles through safer, more effective, and environmentally sustainable manner. Pyrazole derivatives have maintained an indispensable role among heterocycles in recent decades due to their extensive applications in daily life. The synthesis of pyrazole derivatives is much sought after and is a significant focus of research within the scientific community. In this context, Fe NPs serve as a catalytic system that efficiently facilitates the organic reactions to get pyrazole derivatives. Green solvents garner significant interest from researchers due to their non-toxic properties. The integration of green solvent and Fe NPs as a sustainable system aligns with the principles of green chemistry. This green catalytic system has effectively produced pyrazole derivatives for numerous decades. The current review strongly focused on the synergistic role of green solvent and Fe NPs in the development of diversified pyrazole scaffolds. This is the first report that demonstrates the green solvent-solvated and Fe NPs-catalyzed approaches towards the synthesis of pyrazole based molecular architectures.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1114-1133"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148534090","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
Development of an Efficient and Scalable Process for Preparing Timolol N-Nitrosamine Impurities B, C, E, H, I, J, and Their ADMET Evaluation 噻莫洛尔n -亚硝胺类杂质B、C、E、H、I、J的高效可扩展制备工艺及其ADMET评价
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-24 DOI: 10.1002/jhet.70201
Kottolla Sai Prasad, Chithaluri Sudhakar, Vijaya Krishna Ravi, Bijaya Kethan Sahoo
{"title":"Development of an Efficient and Scalable Process for Preparing Timolol N-Nitrosamine Impurities B, C, E, H, I, J, and Their ADMET Evaluation","authors":"Kottolla Sai Prasad,&nbsp;Chithaluri Sudhakar,&nbsp;Vijaya Krishna Ravi,&nbsp;Bijaya Kethan Sahoo","doi":"10.1002/jhet.70201","DOIUrl":"https://doi.org/10.1002/jhet.70201","url":null,"abstract":"<p>The synthesis of N-nitrosamine impurities in Timolol maleate is a critical aspect of pharmaceutical research and quality assurance. It enables a deeper understanding of impurity formation, facilitates effective risk assessment, and supports the development of robust control strategies. This process is essential for ensuring patient safety, achieving regulatory compliance, and upholding stringent standards of drug quality and reliability. In response to earlier reports, the synthesis of N-nitrosamine impurities of Timolol has become necessary. The present work outlines a streamlined approach for preparing N-nitrosamine impurities B, C, E, H, I, and J in a few simple steps, achieving good yields from readily available raw materials. The process employs diethyl malonate in combination with 3,4-dichloro-1,2,5-thiadiazole as key starting components. Theoretical studies on the ADMET properties showed good oral bioavailability of few impurities, and the impurities may likely exhibit respiratory toxicities.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1099-1113"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.70201","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148534091","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
Efficient Synthesis of Spirocyclic Pyrrolidinones via [3+2] Cyclization of α-Bromohydroxamates α-溴羟酸酯[3+2]环化高效合成螺环吡咯烷酮
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-28 DOI: 10.1002/jhet.70204
Min Xiang, Si-Si Luo, Jiang-Li Ran, Guang-Wei Wang, Yun-Qing Jia, Li-Wen Shen
{"title":"Efficient Synthesis of Spirocyclic Pyrrolidinones via [3+2] Cyclization of α-Bromohydroxamates","authors":"Min Xiang,&nbsp;Si-Si Luo,&nbsp;Jiang-Li Ran,&nbsp;Guang-Wei Wang,&nbsp;Yun-Qing Jia,&nbsp;Li-Wen Shen","doi":"10.1002/jhet.70204","DOIUrl":"https://doi.org/10.1002/jhet.70204","url":null,"abstract":"<div>\u0000 \u0000 <p>A mild and efficient [3+2] cyclization of <i>α</i>-bromohydroxamates with 4-benzylidene-pyrazolones is reported herein for the rapid assembly of spiro-pyrrolidinones. Broad substrate scope, excellent functional group tolerance, and successful gram-scale demonstration highlight the synthetic utility of this protocol. This method offers a straightforward and scalable approach to densely functionalized spirocyclic architectures.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1159-1166"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148522854","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
Nanoparticles-Catalyzed Synthesis of Oxindoles Derivatives 纳米粒子催化合成氧吲哚衍生物
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-05-12 DOI: 10.1002/jhet.70208
Pragati Kushwaha
{"title":"Nanoparticles-Catalyzed Synthesis of Oxindoles Derivatives","authors":"Pragati Kushwaha","doi":"10.1002/jhet.70208","DOIUrl":"https://doi.org/10.1002/jhet.70208","url":null,"abstract":"<div>\u0000 \u0000 <p>Oxindole derivatives constitute an important class of heterocyclic compounds with wide-ranging relevance in medicinal chemistry as well as organic synthesis. The structural versatility and biological significance of this scaffold have garnered significant attention to develop efficient and sustainable synthetic methodologies. However, traditional routes for synthesis of oxindoles have long dominated this field; recent years have seen a growing impact on nanoparticles catalyzed methodologies due to sustainability, cost-effectiveness, and recyclability. This review examines diverse nanocatalyzed approaches to synthesize oxindole derivatives. The article provides a comprehensive overview of the topic including synthesis of various catalysts and mechanistic insights. The main purpose of this review is to further exploit wider catalytic applications for the synthesis of target compounds.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1185-1218"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148533057","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
Microwave-Assisted, Silica Sulfuric Acid Catalyzed One-Pot Synthesis of Novel 9,10-Diphenylhexahydro-Acridine-1,8-Dione Incorporating Sulfamethoxazole 微波辅助二氧化硅硫酸催化一锅法合成新型磺胺甲恶唑9,10-二苯基六氢吖啶-1,8-二酮
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-27 DOI: 10.1002/jhet.70199
Magda F. Mohamed, Alaa A. Kashmiry, Amr Mohamed Abdelmoniem, Ismail A. Abdelhamid
{"title":"Microwave-Assisted, Silica Sulfuric Acid Catalyzed One-Pot Synthesis of Novel 9,10-Diphenylhexahydro-Acridine-1,8-Dione Incorporating Sulfamethoxazole","authors":"Magda F. Mohamed,&nbsp;Alaa A. Kashmiry,&nbsp;Amr Mohamed Abdelmoniem,&nbsp;Ismail A. Abdelhamid","doi":"10.1002/jhet.70199","DOIUrl":"https://doi.org/10.1002/jhet.70199","url":null,"abstract":"<div>\u0000 \u0000 <p>Using silica sulfuric acid as a catalyst, a straightforward, effective, and environmentally acceptable method has been established for the synthesis of hexahydro-acridine-1,8-dione integrating sulfamethoxazole under both standard heating and microwave-assisted reaction conditions.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1134-1144"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148534420","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
Investigation of the Reactions of New Pyrimidine Derivatives With Propargyl Bromide 新型嘧啶衍生物与丙炔溴反应的研究
IF 2.9 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2026-07-13 Epub Date: 2026-04-17 DOI: 10.1002/jhet.70202
Aysegul Aykac, Furgan Aslanoglu
{"title":"Investigation of the Reactions of New Pyrimidine Derivatives With Propargyl Bromide","authors":"Aysegul Aykac,&nbsp;Furgan Aslanoglu","doi":"10.1002/jhet.70202","DOIUrl":"https://doi.org/10.1002/jhet.70202","url":null,"abstract":"<div>\u0000 \u0000 <p>Seven novel thioxo-pyrimidine derivatives not previously reported in the literature were synthesized via a Biginelli-type multicomponent reaction. These synthesized compounds were subsequently reacted with propargyl bromide under base-catalyzed conditions, yielding eight novel thiazolo[3,2-a]pyrimidine derivatives not previously described in the literature. In this step, the reaction conditions were optimized to improve the efficiency of the base-catalyzed transformation. The structures of all synthesized compounds were elucidated by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and LC–MS/MS analyses.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 7","pages":"1082-1088"},"PeriodicalIF":2.9,"publicationDate":"2026-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148534109","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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