{"title":"Front Cover: Durable Metal-Organic Frameworks by Covalent Hybridization with Polyurethane and Polyallophanate (Asian J. Org. Chem. 7/2025)","authors":"Shizuka Anan, Kazuki Sada, Kenta Kokado","doi":"10.1002/ajoc.202580701","DOIUrl":"https://doi.org/10.1002/ajoc.202580701","url":null,"abstract":"<p>The single crystal of a metal-organic framework (MOF) or polyurethane network is easily broken into fragments by putting a small weight, shown by a cat or a dog, on it due to its fragility. In contrast, integration of the MOF single crystal with polyurethanes through covalent bonds significantly enhances its durability. The integrated crystal deforms, but it maintains a substantial crystal structure without being destroyed, even under the great weight of an elephant. More details can be found in article number e202400642 by Shizuka Anan, Kazuki Sada, and Kenta Kokado.\u0000\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202580701","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647461","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Marcelo J. Eberhardt, Natália E. T. de Castro, Prof. Fabiano S. Rodembusch, Prof. Fernanda Poletto
{"title":"Cover Feature: A Novel Merocyanine Derivative for Probing Polarity at Cubosome Interfaces (Asian J. Org. Chem. 7/2025)","authors":"Marcelo J. Eberhardt, Natália E. T. de Castro, Prof. Fabiano S. Rodembusch, Prof. Fernanda Poletto","doi":"10.1002/ajoc.202580703","DOIUrl":"https://doi.org/10.1002/ajoc.202580703","url":null,"abstract":"<p>In article number e202500005, Marcelo Jung Eberhardt, Fernanda Poletto, and co-workers present the synthesis of the novel polarity-sensitive sensor C10SP, featuring a hydrophobic tail and a merocyanine-type hydrophilic moiety, synthesized via stepwise amidation and methylation to introduce an iminium group on the indolenine scaffold. The sensor was incorporated into phytantriol-based cubosomes, which consist of twisted lipid bilayers that spontaneously form aqueous channels within. C10SP effectively detects polarity changes at the lipid-water interface, driven by interactions between the bilayer and stabilizers, underscoring the versatility of classical synthetic methods in developing advanced functional materials. The cover illustrates a unit cell of the Im3m cubosome phase, with aqueous channels lined by hydrophilic groups from both polysorbate 80 and the sensor, and hydrophobic tails from both compounds intercalated into the bilayers, showcasing the ability of C10SP to sense polarity in confined environments of biomedical interest. \u0000\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202580703","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647460","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cover Feature: Synthesis and Chiroptical Properties of Chiral Helical Foldamers Based on Highly Fluorescent Dibenzopyrrolo[1,2-a][1,8]naphthyridines Linked to a Tetraphenylene Core (Asian J. Org. Chem. 7/2025)","authors":"Kotaro Matsumura, Masashi Hasegawa, Yoshitaka Tsuchido, Hidetoshi Kawai","doi":"10.1002/ajoc.202580702","DOIUrl":"https://doi.org/10.1002/ajoc.202580702","url":null,"abstract":"<p><b>Chiral tetraphenylene derivatives</b> featuring helical motifs were developed by linking multiple L-shaped units to a tetraphenylene core. These motifs adopted helical conformations and exhibited high fluorescence. Furthermore, the axial chirality in the substituted tetraphenylene cores induced chiroptical properties to the fluorescent L-shaped units, resulting in the emission of circularly polarized luminescence. This cover picture illustrates the beautiful butterfly-like structure of the tetraphenylene and the chiral tetraphenylene derivatives derived from it. More details can be found in article number e202500409 by Hidetoshi Kawai and co-workers. \u0000\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202580702","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647462","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Access to Fully Substituted Furans via Boryl Radical Catalyzed Cycloisomerization of Cyclopropenyl Ketones","authors":"Xingran Yang , Jiahang Li , Prof. Dr. Jinbo Zhao","doi":"10.1002/ajoc.202500126","DOIUrl":"10.1002/ajoc.202500126","url":null,"abstract":"<div><div>We report the boryl radical catalyzed cycloisomerization of cyclopropenyl ketones to fully‐substituted furans, a type of highly important pharmacophore and synthetic intermediate. The reaction features neutral conditions, high yields, and toleration of variation at all possible positions of the substrate, making it an indispensable route for this type of important scaffold. Preliminary downstream transformation also revealed the synthetic potential of these furans in accessing other types of furans or more complex 3D scaffolds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500126"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646885","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":"Experimental and Theoretical Exploration of Ultrafast Excited State Double Proton Transfer in 2,5‐Bis(2‐benzimidazolyl)hydroquinone","authors":"Chanatkran Prommin , Komsun Chaihan , Rathawat Daengngern , Seiji Mori , Kazuhiro Akutsu‐Suyama , Nawee Kungwan","doi":"10.1002/ajoc.202500434","DOIUrl":"10.1002/ajoc.202500434","url":null,"abstract":"<div><div>The electronic properties and excited‐state intramolecular double proton transfer of 2,5‐bis(2‐benzimidazolyl)hydroquinone (bis‐HBI) in a nonpolar solvent were investigated using a combined experimental and theoretical approach. Bis‐HBI was successfully synthesized and its characterization was confirmed through <sup>1</sup>H NMR and FT‐IR. Three distinct emission peaks of bis‐HBI were observed at 484, 597, and 730 nm, which were theoretically assigned to the di‐enol (EE), mono‐keto (EK), and di‐keto (KK) species, respectively. The emission peaks at longer wavelengths (597 and 730 nm) are attributed to tautomerization upon photoexcitation and are assigned to the mono‐keto and di‐keto species, which result from multiple proton transfers. These species exhibit kinetically and thermodynamically favorable behaviors. On‐the‐fly dynamics simulations reveal that the double proton transfer process occurs ultrafast, within 433 fs. Additionally, both backward and forward proton transfers are observed during the first and second proton transfers, indicating tautomeric equilibria between the three species—EE, EK, and KK—on the excited‐state surface. This is consistent with the potential energy surface along the proton transfer coordinate.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500434"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646918","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}
Abhishek Kumar , Mohammad Roshan Shoaib Savanura , Shivi Garg , Dr. Sandeep Kumar Singh , Dr. Manoj Kumar , Dr. Sonu Kumar(s)
{"title":"Recent Advances in Phosphonium Salts‐Mediated Synthetic Transformations","authors":"Abhishek Kumar , Mohammad Roshan Shoaib Savanura , Shivi Garg , Dr. Sandeep Kumar Singh , Dr. Manoj Kumar , Dr. Sonu Kumar(s)","doi":"10.1002/ajoc.202500211","DOIUrl":"10.1002/ajoc.202500211","url":null,"abstract":"<div><div>The phosphonium salts have established considerable importance in the rapid construction of biologically active natural and synthetic heterocyclic and carbocyclic scaffolds. This review summarizes recent advances in the catalytic applications and reagent‐based studies of phosphonium salts from 2010 to 2024. Each scheme is presented with characteristic substrates, corresponding final products, and reaction conditions, thus making the reaction knowledge practical for synthetic chemists. Key phosphonium‐catalyzed reactions, including alkylation, allylation, arylation, Wittig reaction, annulation, indole synthesis, thiophene and furan synthesis, and carbonyl compound preparation, are discussed in terms of their scope, classification, and plausible mechanisms. These reactions showcase the salts’ ability to enable enantioselective transformations and phase‐transfer catalysis, with innovations like chiral catalysts and metal‐free methods enhancing efficiency. Their range corresponds well with areas such as drug synthesis, materials science development, and sustainable synthesis, influenced by fine‐tuned catalytic systems. Mechanistic insights reveal ion‐pairing, hydrogen‐bonding, and radical pathways, broadening their synthetic utility. Recent developments, such as light‐induced reactions and deep eutectic ionic liquids, highlight their potential for scalable, green chemistry. This review acts as a researcher‐oriented guide, highlighting phosphonium salt's growing application and envisioning new avenues to promote its input in drug discovery and beyond.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500211"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647832","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}
Mohd Hasnain Sayed , Prof. Bhalchandra M. Bhanage , Prof. Radha V. Jayaram
{"title":"Cobalt Functionalized Metallosurfactant Catalytic Systems For Claisen Schmidt Condensation","authors":"Mohd Hasnain Sayed , Prof. Bhalchandra M. Bhanage , Prof. Radha V. Jayaram","doi":"10.1002/ajoc.202400722","DOIUrl":"10.1002/ajoc.202400722","url":null,"abstract":"<div><div>Metallosurfactants are a class of functionalized organic surfactants which have various applications. Their properties are influenced by structural changes such as alkyl chain length, head groups and counter ions. In this study, cobalt‐functionalized metallosurfactants of various headgroups were prepared and characterized by FT‐IR, <sup>1</sup>H‐NMR, and TGA/DTG techniques. The as‐prepared metallosurfactants were employed as solubilizing agents as well as catalysts for Claisen‐Schmidt condensation between benzaldehyde and acetophenone. It was observed that the catalytic activity of the metallosurfactants was higher than that of the parent surfactants and could be correlated to the nature of the head group, extent of solubilization of the substrates and the CMC values. Applicability of this catalytic system was also demonstrated for gram‐scale synthesis (87% yield in 2 h).</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202400722"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646767","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. Ana Maria Faisca Phillips , Prof. Luísa M. Ferreira , Prof. Paula S. Branco , Prof. Ana Lourenço
{"title":"The Synthesis of Terpenes via Enantioselective Organocatalysis","authors":"Dr. Ana Maria Faisca Phillips , Prof. Luísa M. Ferreira , Prof. Paula S. Branco , Prof. Ana Lourenço","doi":"10.1002/ajoc.202500229","DOIUrl":"10.1002/ajoc.202500229","url":null,"abstract":"<div><div>Terpenes constitute a large class of compounds made up of isoprene C5 units that are present in natural products. Usually produced as secondary metabolites by plants, including algae, or by animals, they are found in essential oils and often exhibit important biological activities, for example, antimicrobial, anti‐inflammatory, antimalarial, antioxidant, and neuroprotective effects. The structurally related terpenoids, containing additional functional groups, are also particularly medicinally relevant. The development of synthetic procedures to obtain them is an active area of research. The presence of chiral centres has led to the development of enantioselective procedures, and lately, organocatalytic approaches have become more common. This review highlights recent advances in this field.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500229"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646836","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":"2‐Hydroxy‐3‐(Pyrrolidin‐1‐yl)‐Indolines: A Platform for Accessing Decorated Deaminokynurenines Enabled by a Double Tautomeric Control","authors":"Keisuke Tokushige , Takumi Abe","doi":"10.1002/ajoc.202500439","DOIUrl":"10.1002/ajoc.202500439","url":null,"abstract":"<div><div>In this study we introduce indoline hemiaminals as phenacyl bromide surrogates for the synthesis of deaminokynurenine derivatives through cyclic‐linear tautomeric intermediates. The reaction proceeds through a tandem process involving the ring opening of indoline hemiaminals, generating transient acyclic aldehydes which are then trapped with in situ generated enolate species. Our protocol overcomes traditional dilemma in production of polar‐mismatch 1,4‐dicarbonyl compounds by utilizing a transient highly electrophilic linear aldehyde and late‐stage transposition of carbonyl moiety. The synthetic utility of our transformation was demonstrated by follow‐up transformations, including the first total synthesis of quinoline‐2,4‐dione alkaloid.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500439"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646867","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}
Can Zeng , Yue Wang , Prof. Zhen Wang , Dr. Yao‐Fu Zeng
{"title":"Recent Advances in the Photocatalytic Defluorinative Functionalization of Trifluoromethyl Arenes and Trifluoromethyl Ketones via Radical Process","authors":"Can Zeng , Yue Wang , Prof. Zhen Wang , Dr. Yao‐Fu Zeng","doi":"10.1002/ajoc.202500257","DOIUrl":"10.1002/ajoc.202500257","url":null,"abstract":"<div><div>Recent years have witnessed rapid growth in the C─F bond functionalization of trifluoromethyl arenes and trifluoromethyl carbonyl compounds, which has been promoted by the development of photoredox catalysis. In this review, the photocatalyzed C─F bond activation of trifluoromethyl arenes and trifluoromethyl carbonyl compounds via difluoromethyl radical intermediate has been covered. This review was categorized into three parts based on the activation modes of C─F bond. Several representative instances, in conjunction with the reaction mechanism, were also deliberated upon.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 7","pages":"Article e202500257"},"PeriodicalIF":2.8,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144646926","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}