Honoka Mori, Maho Morimura, Ayana Okada, Hiroyoshi Masuda, Prof. Dr. Iwao Hachiya
{"title":"Synthesis of Multi-Substituted β-Carbolin-1-ones via Iridium-Catalyzed Intramolecular C─H/N─H Amination of 3-Amino-2-pyridones","authors":"Honoka Mori, Maho Morimura, Ayana Okada, Hiroyoshi Masuda, Prof. Dr. Iwao Hachiya","doi":"10.1002/ajoc.202500425","DOIUrl":"10.1002/ajoc.202500425","url":null,"abstract":"<p>A method for the synthesis of multi-substituted β-carbolin-1-ones is developed, utilizing iridium-catalyzed intramolecular C─H/N─H amination of 3-amino-2-pyridones synthesized via the conjugate addition of diethyl 2-aminomalonate to alkynyl imines. This synthetic strategy was successfully applied to the formal synthesis of an antidiabetic agent.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://aces.onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202500425","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057829","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}
Guanzheng Feng, Yisan Shen, Chenghui Sun, Weixiao Ji, He Huang, Siping Pang
{"title":"Brønsted Acid-Catalyzed Hydroamination of N-Heterocycles to Unactivated Alkenes","authors":"Guanzheng Feng, Yisan Shen, Chenghui Sun, Weixiao Ji, He Huang, Siping Pang","doi":"10.1002/ajoc.202500579","DOIUrl":"10.1002/ajoc.202500579","url":null,"abstract":"<p>A Brønsted acid-catalyzed hydroamination of unactivated olefins has been developed, enabling the efficient Markovnikov addition of nitrogen heterocycles to olefins. This reaction utilizes a catalytic amount of trifluoroacetic acid (TFA) to produce a diverse array of N-alkyl nitrogen heterocycles. The method is highly scalable, allowing for multigram synthesis, and a novel proton transfer species implicated in olefin activation has been identified.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057828","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":"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":"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":2.7,"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}
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":"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":2.7,"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}
Dr. Da-Liang Zhu, Zixi Wu, Liuyan Zang, Prof. Dr. David James Young, Prof. Dr. Yanqing Wang, Prof. Dr. Hong-Xi Li
{"title":"Direct C─H Arylation of (Hetero)arenes Using Hantzsch Ester as a Photoredox Catalyst","authors":"Dr. Da-Liang Zhu, Zixi Wu, Liuyan Zang, Prof. Dr. David James Young, Prof. Dr. Yanqing Wang, Prof. Dr. Hong-Xi Li","doi":"10.1002/ajoc.202500595","DOIUrl":"10.1002/ajoc.202500595","url":null,"abstract":"<p>An efficient method for visible-light-initiated direct C─H arylation of unactivated arenes and <i>N</i>-methylpyrrole with aryl halides using diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (HEH) as a photoredox catalyst without a sacrificial reductant has been developed. The reaction design enables single-electron reduction of aryl halides upon the photoexcitation of HE<sup>−</sup>, and the resulting aryl radicals undergo aryl-(hetero)aryl cross-coupling. This transformation tolerates a wide range of functional groups, is convenient to perform on a gram scale, and is suitable for late-stage functionalization of complex molecules.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057900","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. Li Zhang, Yile Li, Dr. Dayun Huang, Dr. Jinjing Wu
{"title":"Trifluoromethylation of Alkenes and Alkynes: A Decade Review","authors":"Dr. Li Zhang, Yile Li, Dr. Dayun Huang, Dr. Jinjing Wu","doi":"10.1002/ajoc.202500550","DOIUrl":"10.1002/ajoc.202500550","url":null,"abstract":"<p>Alkenes and alkynes are simple yet important organic feedstocks. The trifluoromethylation of these substrates is able to produce complex organofluorine compounds in a facile way. In this study, we have reviewed decade developments (2014–2024) in the trifluoromethylation of alkenes and alkynes. We discuss various fluorine reagents and their applications. Reagents like CF<sub>3</sub>SO<sub>2</sub>Na, CF<sub>3</sub>SO<sub>2</sub>Cl, (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>O, <i>N-</i>triflylpyridinium salts, Togni's reagent, PhICF<sub>3</sub>Cl, Umemoto's reagent and its derivatives, X-R<sub>F</sub>, trifluoromethyl carbonyl compounds, TFAA, and TMSCF<sub>3</sub>, will be discussed in detail. The mechanisms and functions of the added reagents have also been discussed. This review covers different reaction types, including radical difunctionalization, cyclization, click reactions, and nucleophilic/electrophilic addition. We hope it will aid future research in this area.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057899","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}
Seyed Parsa Hashemian, Seyed Mohammad Arabi Zanjani, Younes Latifi, Mahdi Behraveshfar, Prof. Mohammad Bagher Teimouri
{"title":"Planar, Twisted, and Curved π-Extended Pyrrolo[3,2-b]Pyrroles: Recent Advances in Synthesis, Properties, and Applications","authors":"Seyed Parsa Hashemian, Seyed Mohammad Arabi Zanjani, Younes Latifi, Mahdi Behraveshfar, Prof. Mohammad Bagher Teimouri","doi":"10.1002/ajoc.202500565","DOIUrl":"10.1002/ajoc.202500565","url":null,"abstract":"<p>The structure of 1,4-dihydropyrrolo[3,2-<i>b</i>]pyrrole is among the most widely used heteropentalene scaffolds due to its significant capability to maintain desirable π-conjugation and favorable electronic properties through various post-synthesis reactions. As a distinguished feature, pyrrolo[3,2-<i>b</i>]pyrroles have the most electron density among this class of aromatic heterocycles due to the structure consisting of two fused pyrrole rings. Because of its highly electron-rich nature, this bicyclic fused heterocyclic core has been used as an electron donor moiety in the structure of many functional dyes. Also, the derivatives of this compound have significant applications in various fields, such as semiconductors and optoelectronics. Since 2013, when a facile and efficient three-component reaction was introduced to facilitate access to this bicyclic heterocycle, the synthesis of this compound has attracted considerable research interest. Given the substantial increase in research reports in this field since then, we decided to examine, in this review article, the studies that have extended the amount of π-expansion around the central core of 1,4-dihydropyrrolo[3,2-<i>b</i>]pyrroles through post-transformation reactions.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833159","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":"Photoinduced Functionalization of p-/o-Quinone Methides","authors":"Suven Das","doi":"10.1002/ajoc.202500516","DOIUrl":"10.1002/ajoc.202500516","url":null,"abstract":"<p>Quinone methides (QMs) are highly reactive intermediates and important building blocks for diverse molecular scaffolds. In recent years, there has been remarkable growth in the area of quinone methide photochemistry. Under photoirradiation conditions, <i>p</i>-quinone methides (<i>p</i>-QMs) exhibit versatile chemical reactivity as electrophilic acceptors for radical addition and annulation reactions. However, <i>o</i>-quinone methides (<i>o</i>-QMs) are mostly involved in photocyclization reactions. This review sheds light on recent advancements (2020–mid 2025) in photoinduced functionalization of <i>p-/o</i>-quinone methides to form diverse molecular scaffolds, especially emphasizing their mechanistic insights.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057991","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}
Renhua Su, Dr. Jiantao Zhang, Yanfu Jiang, Xian Jiang, Dr. Peng Zhou, Dr. Hailing Liu, Prof. Dr. Weibing Liu
{"title":"Visible-Light-Induced Three-Component Assembly of β-Hydroxysulfides with Alkenes and Thiosulfonates","authors":"Renhua Su, Dr. Jiantao Zhang, Yanfu Jiang, Xian Jiang, Dr. Peng Zhou, Dr. Hailing Liu, Prof. Dr. Weibing Liu","doi":"10.1002/ajoc.202500532","DOIUrl":"10.1002/ajoc.202500532","url":null,"abstract":"<p>A strategy for the synthesis of β-hydroxysulfide derivatives via a visible-light-induced radical reaction of alkenes with thiosulfonates has been developed. The approach offers a convenient and environmentally friendly route for the simultaneous incorporation of Csp<sup>3</sup>─O and Csp<sup>3</sup>─S bonds, affording valuable polyfunctionalized alkane derivatives containing sulfur in satisfactory yields. In addition, the utility of this protocol was manifested by the late-stage modification of several pharmaceutically relevant molecules, such as flurbiprofen, oxaprozin, febuxostat, and ibuprofen.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057992","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":"Thienothiophene-Based Organic Porous Polymers Combining Different Linkers and Functional Groups: Design, Synthesis, Photophysical, and Charge Transport Properties","authors":"Melis Unal, Recep Isci, Ilknur Demirtas, Erdal Ertas, Rajendra Prasad Paitandi, Wakana Matsuda, Shu Seki, Turan Ozturk","doi":"10.1002/ajoc.202500339","DOIUrl":"10.1002/ajoc.202500339","url":null,"abstract":"<p>Organic covalent frameworks (COFs) are essential for various applications, including solar cells, capacitors, hydrogen production, cancer therapy, bacterial treatment, chemical sensors, and light-emitting diodes. This study presents the design and synthesis of novel conjugated triazine-type porous polymers (<b>P1</b>–<b>P6</b>) and their conjugated monomers (<b>M1-</b>-<b>M6</b>), incorporating thienothiophene (TT) rings as π-bridges, along with cyanophenyl, phenyl, and heptyl as different functional groups, and triphenylamine (TPA), tetraphenylethylene (TPE), and carbazole (Cbz) as linkers. The polymers were synthesized via acid-catalyzed trimerization. Photo-injected charge carriers of the polymers and impact of molecular doping on the conductivities with iodine doping were analyzed. The highest photoconductivity, φ∑μ, reached 2.4 × 10<sup>−8</sup> m<sup>2</sup> V<sup>−1</sup> s<sup>−1</sup> when doped with I<sub>2</sub> for the heptyl chain-substituted <b>P6</b> (Cbz-linkage) among the analyzed porous polymers.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://aces.onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202500339","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145057993","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}