Subhanshu Srivastav, Amrendra K. Singh, Vijay P. Singh, Vishal Srivastava, Praveen P. Singh
{"title":"Metal Free Photocatalysed Synthesis of Biologically Active Isoxazoles Scaffolds","authors":"Subhanshu Srivastav, Amrendra K. Singh, Vijay P. Singh, Vishal Srivastava, Praveen P. Singh","doi":"10.1002/jhet.70194","DOIUrl":"https://doi.org/10.1002/jhet.70194","url":null,"abstract":"<div>\u0000 \u0000 <p>An effective visible light-mediated, eosin Y-catalyzed synthesis of isoxazoles from diphenylpropynone with hydroxylamine hydrochloride via intramolecular cyclisation has been developed, offering a simple, sustainably viable, and green approach for obtaining a wide range of substituted isoxazoles under mild reaction conditions.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 6","pages":"1010-1017"},"PeriodicalIF":2.0,"publicationDate":"2026-06-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148247825","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}
{"title":"Preparation of 4,7-Dihalobenzo[b]Thiophene Derivatives Containing Iodine Atoms and Their Cross Coupling With Arylethynes","authors":"Kozo Toyota, Hiroki Kishi, Keita Nakayama, Tatsuya Inaba, Taisei Hanagasaki, Kento Miwa, Tomoyuki Ito, Hiyori Igarashi, Yuki Igarashi, Shinichi Mikami","doi":"10.1002/jhet.70189","DOIUrl":"https://doi.org/10.1002/jhet.70189","url":null,"abstract":"<p>Quasi T-shaped three-way benzo[<i>b</i>]thiophene scaffolds, containing iodine atom(s) at the 4- and/or 7-position, were prepared by several methods including silica gel-assisted cyclization, electrophilic substitution, nucleophilic substitution, or borylation. The iodobenzo[<i>b</i>]thiophenes thus prepared were subjected to Sonogashira cross couplings to give various ethynylbenzo[<i>b</i>]thiophenes. Benzo[<i>b</i>]thiophenes bearing different ethynyl groups in the molecule were also prepared, utilizing (bromo)(iodo)benzo[<i>b</i>]thiophenes. In addition, photophysical properties as well as theoretical calculations of some 4,7-diethynylbenzo[<i>b</i>]thiophenes were studied.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 6","pages":"982-996"},"PeriodicalIF":2.0,"publicationDate":"2026-06-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.70189","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148247803","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}
Vishwa K. Patel, Divyani P. Patel, Satish Kumar Singh
{"title":"Visible Light-Driven Multicomponent Synthesis of N-Arylquinolines Under Green Synthetic Approach","authors":"Vishwa K. Patel, Divyani P. Patel, Satish Kumar Singh","doi":"10.1002/jhet.70159","DOIUrl":"https://doi.org/10.1002/jhet.70159","url":null,"abstract":"<div>\u0000 \u0000 <p>This easy, efficient protocol employs a green, metal-free multicomponent strategy for the rapid synthesis of <i>N</i>-arylquinolines under visible-light irradiation. The one-pot reaction between aromatic aldehydes, 5,5-dimethyl-3-(phenylamino)cyclohex-2-en-1-one (enaminone), and malononitrile or ethyl cyanoacetate proceeds smoothly in ethanol under blue LED irradiation (12 W) at room temperature, affording excellent yields within 2–3 h. The use of visible light as a clean energy source eliminates the need for thermal heating or metal catalysts, highlighting an environmentally benign and energy-efficient route to biologically relevant <i>N</i>-arylquinolines.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"607-613"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668383","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}
{"title":"Regio Selective Arylation and Synthesis of New Alkyl−/Aryl−/Hetero-3,6-di-Bromo-5-(Pyridine-4-yl)-1,4-Diazine-2-Carboxamidate Derivatives","authors":"Satyanarayana Reddy Avuluri, Kathi Hareesh, Parameshwara Chary Jilloju, Aravind Seema","doi":"10.1002/jhet.70165","DOIUrl":"https://doi.org/10.1002/jhet.70165","url":null,"abstract":"<div>\u0000 \u0000 <p>The heterocyclic scaffold natural products are abundant and widely scattered in nature, playing a vital role in human life, stirring up broad importance from scientists as they are accomplished of providing valuable properties. Among these, 6-membered 1,4-diazipene-2-carbaxamides have attracted considerable attention owing to their interesting and potent biological properties. In this article, we report the synthesis of several Pyrido-pyrazine-2-carboxamide (<b>5a-l</b>) analogs with an efficient procedure in good to excellent yields and with high regio-selectivity by chemical transformations. This is the first report on the preparation of pyridine-containing tetra-substituted pyrazine-2-carbaxamide skeletons synthetic route to get novel 3,6-dibromo-5-(pyridine-4-yl)-1,4-diazine-2-carbaxamide (<b>5a-l</b>) scaffolds to establish the current state of the art in this area.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"640-647"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668690","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}
Alexander V. Migulin, Constantine V. Milyutin, Andrey N. Komogortsev
{"title":"Novel Photoacid Generators Derived From Allomaltol Containing Terarylenes With 2-Aminooxazole Fragment","authors":"Alexander V. Migulin, Constantine V. Milyutin, Andrey N. Komogortsev","doi":"10.1002/jhet.70157","DOIUrl":"https://doi.org/10.1002/jhet.70157","url":null,"abstract":"<div>\u0000 \u0000 <p>In this work, we report a new series of efficient neutral photoacid generators (PAGs) based on terarylenes with 2-aminooxazole bridge fragment. These compounds are readily obtained through a straightforward two-step approach starting from allomaltol. Wherein, the presence of a hydroxyl group of allomaltol in the terarylene framework enables facile modification with the residues of various acids. It was shown that upon UV-irradiation such acylated products undergo 6π-electrocyclization, giving rise to novel polycyclic aromatic compounds with simultaneous release of the corresponding acids. The regiospecificity of investigated process was confirmed by <sup>1</sup>H NMR monitoring. UV–vis absorption and fluorescence studies revealed a strong emission of the acylated precursors and a pronounced decrease in fluorescence upon photoconversion. The developed photoacid generators combine thermal stability, simple preparation procedure with a minimum number of synthetic stages, and effective acid release, which makes them promising for practical applications.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"579-589"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668914","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}
{"title":"Step-Economical Synthesis of 2,4-Disubstituted Phthalazinones via a t-BuONa-Promoted One-Pot Reaction","authors":"Jun-Wei Wang, Fu-Qiang Yu, Yan-Rui Fan, Xin-Yi Yin, Pei-Lu Song, Xu-Jie Wang, Jin-Fei Yang","doi":"10.1002/jhet.70161","DOIUrl":"https://doi.org/10.1002/jhet.70161","url":null,"abstract":"<div>\u0000 \u0000 <p>A <i>t</i>-BuONa-promoted, one-step synthesis of 2,4-disubstituted phthalazinones from 3-ylidenephthalides under mild reaction conditions has been developed. The reaction shows broad scope for both alkyl and aryl substituents that can be readily introduced at the N2 position. Moreover, the protocol is compatible with a broad range of substrates and facilitates late-stage functionalization, demonstrating its general applicability in synthetic and medicinal chemistry.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"621-629"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668279","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}
Wanqiang Wang, Yingqian Li, Jing He, Jianshu Zhang, Ping Liu
{"title":"Ag-Catalyzed Selective C1-Acylation of Pyrrolo[1,2-a]Quinoxalines With 2-Oxo-2-Arylacetic Acids","authors":"Wanqiang Wang, Yingqian Li, Jing He, Jianshu Zhang, Ping Liu","doi":"10.1002/jhet.70160","DOIUrl":"https://doi.org/10.1002/jhet.70160","url":null,"abstract":"<div>\u0000 \u0000 <p>A silver-catalyzed decarboxylative acylation protocol has been developed for the direct C1<span></span>H functionalization of pyrrolo[1,2-<i>a</i>]quinoxalines using <i>α</i>-oxocarboxylic acids as bench-stable acyl precursors. A variety of aryl(pyrrolo[1,2-<i>a</i>]quinoxalin-1-yl)methanone derivatives were synthesized with good yields. In this process, <i>α</i>-oxocarboxylic acids serve as efficient acylation reagents, generating the desired reactive acyl carbocation in situ. The methodology demonstrates excellent regioselectivity and scalability to gram–level production, which facilitated the molecular diversity of pyrrolo[1,2-<i>a</i>]quinoxaline by allowing convenient functionalization at the C3–position.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"614-620"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668384","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}
Priyal Jehani, Rubina Siddique, Deepika Gautam, Manthan Panchal, Poonam Gautam, Rati Kanta Bera
{"title":"Advances in the Synthesis of Thiazolidinone Derivatives: Efficient and Scalable Methods for Pharmaceutical Applications","authors":"Priyal Jehani, Rubina Siddique, Deepika Gautam, Manthan Panchal, Poonam Gautam, Rati Kanta Bera","doi":"10.1002/jhet.70131","DOIUrl":"https://doi.org/10.1002/jhet.70131","url":null,"abstract":"<div>\u0000 \u0000 <p>Thiazolidinones, a class of heterocyclic compounds, have attracted considerable interest in pharmaceutical research due to their wide-ranging biological activities, such as antimicrobial, antifungal, anti-inflammatory, and anticancer properties. This review examines advancements in the synthesis of thiazolidinone derivatives, focusing on methods that enhance efficiency and productivity. Techniques including microwave-assisted synthesis, solvent-free conditions, and the application of bio-based and nanocatalysts (e.g., metal oxides, magnetic nanoparticles, and supported nanocatalysts) are assessed for their ability to improve reaction yields and shorten reaction times. The study highlights the advantages of integrating nanocatalysts with these synthesis approaches, leveraging their high surface area and enhanced catalytic properties to optimize thiazolidinone production. A comparative analysis with traditional methods reveals substantial improvements, with yields reaching up to 96% and reaction times reduced to as little as 0.16 h in certain cases. Microwave-assisted synthesis combined with specific nanocatalysts proved to be the most effective, delivering the highest yields in the shortest timeframes. This review emphasizes the potential of these innovative synthesis strategies for efficient and scalable production of thiazolidinone derivatives, providing valuable insights for pharmaceutical applications.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"648-669"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668692","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}
{"title":"Regioselective Annulation of 2-(2-Bromophenyl)-1\u0000 H-Imidazoles With Ortho-Substituted Phenylacetylenes Catalyzed by CuI","authors":"Lu-Yi Wang, Kang-Hao Zhang, Yu-Tong Zhai, Si-Han Tang, Lan-Lan Lv, Xiang-Shan Wang","doi":"10.1002/jhet.70162","DOIUrl":"https://doi.org/10.1002/jhet.70162","url":null,"abstract":"<div>\u0000 \u0000 <p>The two-component reaction between 2-(2-bromophenyl)-1<i>H</i>-imidazoles and <i>ortho</i>-substituted phenylacetylenes was investigated under basic conditions catalyzed by CuI. High yields of 5-benzylidene-5<i>H</i>-imidazo[2,1-<i>a</i>]isoindoles were obtained via a <i>5-exo-dig</i> reaction when the substituent was an electron-withdrawing group. Conversely, when the substituent was an electron-donating group, the reaction yielded 5-arylimidazo[2,1-<i>a</i>]isoquinolines through a <i>6-endo-dig</i> process.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"63 4","pages":"630-639"},"PeriodicalIF":2.0,"publicationDate":"2026-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668693","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}