Bin‐Heng Nie , Hao‐Ran Yan , Chu‐Xin Rong , Bo Yang , Ri‐Yuan Tang
{"title":"I2/K2S2O8‐Catalyzed Cascade Synthesis of Insecticidal 2‐Imino‐1,3‐Thiazoles: A Sustainable Approach to Bioactive Heterocycles","authors":"Bin‐Heng Nie , Hao‐Ran Yan , Chu‐Xin Rong , Bo Yang , Ri‐Yuan Tang","doi":"10.1002/ajoc.202500567","DOIUrl":"10.1002/ajoc.202500567","url":null,"abstract":"<div><div>This study introduces a catalytic strategy for the synthesis of 2‐iminothiazoles and their selenidazole/oxazole analogues via a cascade process. By utilizing iodine catalysis and K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> as an oxidant under mild conditions, the method shows a wide substrate scope, allowing the integration of sulfur, selenium, or oxygen into heterocyclic frameworks. Mechanistic studies propose a pathway involving nucleophilic addition of thioureas to enaminones, leading to a‐sulfur functionalized intermediates and subsequent intramolecular cyclization. Notably, the synthesized compounds exhibit insecticidal activity against <em>Plutella xylostella</em> larvae, with compound 3o displaying an LC50 of 1.759 mg/L. This versatile methodology offers a sustainable approach for constructing bioactive heterocycles as potential insecticidal lead compounds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00567"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145316651","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sebastián Barata‐Vallejo , María del Rosario Torviso , Al Postigo
{"title":"Unlocking Tellurium‐Centered Radicals: From Intermediates in Total Organic Syntheses to Stable Organotellurides and Catalysts","authors":"Sebastián Barata‐Vallejo , María del Rosario Torviso , Al Postigo","doi":"10.1002/ajoc.202500492","DOIUrl":"10.1002/ajoc.202500492","url":null,"abstract":"<div><div>In this perspective, organotellurium compounds will be examined across three key areas: the synthesis of organic substrates bearing tellurium (Section 2), their use as carbon‐centered radical precursors (Section 3), and their role as organocatalysts (Section 4). All these areas will include the tellurium radical as an intermediate. A noteworthy property of tellurium is its so‐called chalcogen bonding (ChB) capacity, a non‐covalent interaction in which chalcogen atoms function as Lewis acid sites, interacting with atoms or groups capable of acting as Lewis bases through their lone pairs or π electrons, in a manner akin to halogen bonding. This salient property of tellurium outperforms that of its lighter sulfur and selenium counterparts and drives the use of tellurium compounds as catalysts in organic transformations and other numerous reactions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00492"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145316740","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Transition Metal Catalyst Free Expedient Catechol Oxidation to Quinone via Photocatalysis","authors":"Dr. Souvik Barman","doi":"10.1002/ajoc.70140","DOIUrl":"10.1002/ajoc.70140","url":null,"abstract":"<div><div>Transition metal complexes as catalysts and, occasionally, basic pH as a reaction condition were employed to imitate the catecholase activity. Using morpholine/piperazine as a catalyst, under photo‐mediated condition the catalytic aerobic oxidation of the proxy substrate 3,5‐di‐<em>tert</em>‐butylcatechol (DTBC) in methanol very fast was shown in this article to be a functional mimic of catecholase activity. The Michaelis–Menten kinetic model's enzymatic substrate inhibition pattern was used to describe the kinetic manifestation of DTBC oxidation. Under photo‐mediated condition the oxidation of DTBC was observed very fast which may be due to the higher energy increases the activation energy and under basic condition catechol oxidizes to <em>o</em>‐quinone (DTBQ).</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e70140"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317700","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Diksha Bansal , Gokulprasanth Nataraj , Mrinal Kanti Das , Saikat Chaudhuri
{"title":"A Serendipitous Non‐Metal‐Mediated Sp3 C─H Functionalization of 2‐Methyl Indolyl Scaffold for the Synthesis of 2‐Alkenyl Indoles*","authors":"Diksha Bansal , Gokulprasanth Nataraj , Mrinal Kanti Das , Saikat Chaudhuri","doi":"10.1002/ajoc.202500575","DOIUrl":"10.1002/ajoc.202500575","url":null,"abstract":"<div><div>Challenging conventional methodologies, we pioneer a groundbreaking approach by C─H functionalization of sp<sup>3</sup> carbon, which leads to the effective synthesis of 2‐alkenyl indole scaffold, bioactive olefin. Our study introduces an innovative approach by utilizing previously unexplored starting materials, expanding the possibilities of C─H functionalization. In contrast to previous studies that rely on metal‐based catalysts, our strategy harnesses a cost‐effective and environmentally friendly method. This functionalization was effectively promoted by NH<sub>4</sub>Cl and MgSO<sub>4</sub>, ensuring high efficiency, exceptional selectivity, and excellent yields under mild conditions. A series of spectroscopic techniques, including NMR (¹H, ¹<sup>3</sup>C, 19F, and DEPT‐135), IR, and mass spectrometry, were used for the detailed characterization of the synthesized 2‐alkenyl indoles. This method not only demonstrates broad functional group compatibility but also establishes a sustainable alternative to traditional metal‐catalyzed processes. By redefining the scope of this reaction, our work paves the way for future advancements in organic synthesis and biomedical applications.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00575"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317701","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recyclable Glucose‐Derived Carbon–Silica Supported Ni(0) Nanocatalyst for Suzuki–Miyaura Cross‐Couplings","authors":"Dinesh Babu Arumugam , Dr. K. Santhakumar","doi":"10.1002/ajoc.202500585","DOIUrl":"10.1002/ajoc.202500585","url":null,"abstract":"<div><div>In this study, we report a renewable, glucose‐derived nickel(0) nanoparticles for the Suzuki–Miyaura cross‐coupling (SMC) reaction. A key feature of the catalyst is that, glucose plays the dual role which functions both as a reductant and as a carbon source for the support, enabling the formation of Ni(0) under additive‐free conditions. Further, to gain the insight of physiochemical properties, the Ni(0)NPs is characterized by PXRD, SEM, EDX, TEM, BET, XPS, ICP‐MS, and elemental mapping. The catalyst comprises metallic Ni nanoparticles (∼13 nm), uniformly dispersed on a composite support of amorphous carbon and silica. Moreover, XPS demonstrates retention of the Ni(0) oxidation state and ICP‐MS reveals no Ni‐leaching even after six catalytic cycles, indicating the system having excellent stability and indeed heterogeneity. The system performs consistently by maintaining the yields across six consecutive cycles, with favorable turnover number (TON) and turnover frequency (TOF). A CHEM21 metrics assessment is also provided to support the evaluation of reaction efficiency and operational safety.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00585"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317729","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recent Advances in Hetero and Homo Nazarov‐Like Cyclizations","authors":"Dr. Nagam Satish","doi":"10.1002/ajoc.70136","DOIUrl":"10.1002/ajoc.70136","url":null,"abstract":"<div><div>The Nazarov cyclization of divinyl ketones is one of the most efficient synthetic approaches for the formation of five‐membered carbocycles, utilizing the 4π‐conrotatory electro‐cyclization of a conjugated penta‐dienyl cation. However, in recent years, alternative methodologies that significantly enhance the practicality of this reaction have emerged. Motivated by these developments, the scientific community has broadened the applicability of original reactions to a wide array of starting materials. The hetero Nazarov cyclization, which incorporates nitrogen and oxygen into the divinyl ketone skeleton, facilitates the synthesis of hetero cycles, whereas the substitution of the cyclopropyl group with one of the vinyl moieties yields cyclohexanones through homo Nazarov cyclization. These Nazarov‐like cyclizations are the theme of this review and introduce an overview of recent advances in hetero‐ and homo‐Nazarov cyclizations, categorizing this reaction according to the structure of the modified divinyl ketone. Our aim is to accelerate the progress in this rapidly evolving field of research.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e70136"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317814","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xian Jiang , Duoduo Xiao , Renhua Su , Yanfu Jiang , Jiantao Zhang , Weibing Liu , Peng Zhou
{"title":"Visible‐Light‐Mediated Regioselective Trichloromethyl Hydroxylation of Alkenes: A Metal‐Free Strategy for β‐Trichloromethyl Alcohols","authors":"Xian Jiang , Duoduo Xiao , Renhua Su , Yanfu Jiang , Jiantao Zhang , Weibing Liu , Peng Zhou","doi":"10.1002/ajoc.202500511","DOIUrl":"10.1002/ajoc.202500511","url":null,"abstract":"<div><div>A visible light‐driven, metal‐free strategy for the regioselective synthesis of β‐trichloromethyl alcohols has been developed through a three‐component reaction of alkenes with CCl<sub>4</sub> and TBHP under mild blue LED irradiation. This method achieves vicinal trichloromethyl hydroxylation with broad substrate scope and good functional group tolerance. Mechanistic studies revealed a radical pathway in which TBHP acts as the hydroxyl donor. The protocol operates under ambient conditions without transition metals, offering a sustainable and scalable platform for synthesizing polyhalogenated building blocks with potential applications in medicinal chemistry and synthetic transformations.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00511"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317794","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Dr. Reinier Lemos , Dr. Mauro De Nisco , Dr. Yoana Pérez‐Badell , Dr. Gabriella Pinto , Dr. Marco Morelli , Prof. Margarita Suárez , Dr. Silvana Pedatella
{"title":"Synthesis of Novel Dihydropyridine‐Iminium Salts Containing a Selenazine Core","authors":"Dr. Reinier Lemos , Dr. Mauro De Nisco , Dr. Yoana Pérez‐Badell , Dr. Gabriella Pinto , Dr. Marco Morelli , Prof. Margarita Suárez , Dr. Silvana Pedatella","doi":"10.1002/ajoc.70141","DOIUrl":"10.1002/ajoc.70141","url":null,"abstract":"<div><div>Functionalizing organic molecules with selenium‐containing fragments is a strategy to increase the biological properties of natural products and biomolecules. Therefore, in the present study, this strategy was followed to develop a new series in which the 1,3‐selenazine ring is condensed with a 1,4‐dihydropyridine, a nitrogen‐containing six‐membered heterocycle, as both entities are known to have proven biological activity. The 2‐iminium chloride salts of 5,8‐dihydro‐2<em>H</em>‐pyrido[3,2‐<em>e</em>][1,3]selenazine derivatives were easily synthesized in one step from the corresponding <em>o</em>‐chloroformyl‐1,4‐dihydropyridine and selenourea in good yields. Also, a comparative study of selenourea towards thiourea and urea was carried out to assess the contribution of chalcogen to the reaction pathway. All derivatives have been fully characterized by a whole set of instrumental techniques to determine their chemical structure. Further, theoretical calculations at the DFT level have predicted the optimized minimum energy structure for the hybrid compounds. Molecular docking was used to predict the potential application of the new compounds as inhibitors of the main protease of SARS‐CoV‐2, paving the way to study the possible application of these compounds in medicinal chemistry.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e70141"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317769","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lukka Thuyavan Yogarathinam , Sani I. Abba , Jamilu Usman , Abdulhayat M. Jibrin , Isam H. Aljundi , Nadeem Baig
{"title":"Data‐Driven Chemometric Modeling for Predicting the Performance of Sulfonated MXene Thin‐Film Nanocomposite Membranes in Desalination","authors":"Lukka Thuyavan Yogarathinam , Sani I. Abba , Jamilu Usman , Abdulhayat M. Jibrin , Isam H. Aljundi , Nadeem Baig","doi":"10.1002/ajoc.202500465","DOIUrl":"10.1002/ajoc.202500465","url":null,"abstract":"<div><div>Machine learning (ML) has emerged as a valuable tool in advancing thin‐film nanocomposite (TFN) membranes for sustainable water treatment. In this study, a novel data‐driven chemometric framework integrated with ML was developed to predict the performance of sulfonated MXene‐incorporated TFN polyamide membranes for desalination applications. Six ML algorithms namely kernel support vector machine (k‐SVM), decision tree (DT), long short‐term memory (LSTM), recurrent neural network (RNN), random forest (RF), and a hybrid k‐SVM model optimized using particle swarm optimization (k‐SVM‐PSO) were systematically evaluated. Feature engineering of sulfonated MXene concentration, membrane characteristics such as contact angle, surface roughness, surface charge, and physiochemical properties of electrolytes showed prominent control in electrolyte flux and rejection. The metaheuristic‐driven k‐SVM‐PSO model showed outstanding predicted accuracy for electrolyte flux with R<sup>2</sup> = 0.983, based on physicochemical properties parameters of TFN membrane and sulfonated MXene and electrolytes. Predictive ML algorithms also strongly agreed with the experimental dataset in determining non‐linear flux dynamics related to organic foulants fouling patterns. Furthermore, the spectral intensity of chlorinated TFN membranes was successfully predicted, with DT and RF models achieving the highest performance (R<sup>2</sup> = 0.999 and minimal error metrics). This chemometric approach enables advanced prediction of membrane performance for desalination.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00465"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145316652","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hui Luo , Yan Wang , Yu He , Zhongjie Wang , Dianjun Li , Jinhui Yang
{"title":"Electrochemically Catalyzed Direct Hydroxylation/Carbonylat‐ion of Benzyl C─H Bonds Using Water as Oxygen Source","authors":"Hui Luo , Yan Wang , Yu He , Zhongjie Wang , Dianjun Li , Jinhui Yang","doi":"10.1002/ajoc.202500455","DOIUrl":"10.1002/ajoc.202500455","url":null,"abstract":"<div><div>This study proposes an effective method for direct hydroxylation/carbonylation of benzyl C─H bonds. The key feature of this synthesis method is the use of electrochemical conditions that eliminate the need for metal‐free catalyst or oxidants. Water serves as a direct oxygen source to achieve direct hydroxylation/carbonylation of benzyl C─H bonds. The reaction exhibits good selectivity and a broad application range. By controlling the reaction conditions, various types of hydroxylation and carbonylation products can be synthesized, and the feasibility of gram‐scale reactions can be verified.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00455"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145316725","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}