Dong Xia , Lei Zhang , Xiaobo Bao , Yang Li , Jianfei Kong
{"title":"Iron‐Catalyzed Tandem Nitration/Dearomatization of Biaryl Ynones With Co(NO3)2.6H2O for the Synthesis of Nitrated Spiro[5.5]trienones","authors":"Dong Xia , Lei Zhang , Xiaobo Bao , Yang Li , Jianfei Kong","doi":"10.1002/ajoc.70404","DOIUrl":"10.1002/ajoc.70404","url":null,"abstract":"<div><div>A new FeSO<sub>4</sub>‐catalyzed cascade nitration/cyclization and 6‐exo‐trig dearomatization reaction of biaryl ynones was developed. A variety of nitrated spiro[5.5]trienones were prepared in good yields using cheap and readily available Co(NO<sub>3</sub>)<sub>2</sub>.6H<sub>2</sub>O as nitration reagent.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70404"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753735","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":"Visible Light‐Induced Alkylation via the Reductive Coupling of Diazoacetates With Coumarins","authors":"Houbin Lv , Heran Yang , Chengzhi Guo , Xiaoliang Xu , Dongping Cheng","doi":"10.1002/ajoc.70410","DOIUrl":"10.1002/ajoc.70410","url":null,"abstract":"<div><div>This work presents a synthetic method for the C<sub>3</sub> alkylation of coumarins via a photocatalytic coupling with diazoacetates. Mechanistic studies reveal that diazo compounds, through a proton‐coupled electron transfer process, generate highly electrophilic alkyl radicals, which subsequently add to the electron‐deficient alkene moiety of coumarins, followed by single‐electron transfer and deprotonation to afford 3‐alkylated coumarins. This protocol features good functional group tolerance, mild reaction conditions, and moderate to good yields.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70410"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753739","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":"Enantioselectivity Inversion Induced by Fluorous Tagging in Cobalt–Salen‐Catalyzed Asymmetric Michael Addition","authors":"Nina Gotoh , Asahi Fujino , Yuki Sawano , Yamato Kato , Masato Matsugi","doi":"10.1002/ajoc.70397","DOIUrl":"10.1002/ajoc.70397","url":null,"abstract":"<div><div>In the asymmetric Michael addition catalyzed by Jacobsen‐type cobalt–salen catalysts and their fluorous‐tagged derivatives, minimal modification of the salen ligand framework through the introduction of fluorous tags at the 3,3′‐positions significantly influenced both catalytic activity and enantioselectivity. While the salen backbone and chiral diamine source were kept unchanged, fluorous cobalt–salen complexes efficiently promoted the reaction, whereas nonfluorous analogues exhibited low or negligible stereoselectivity. Notably, under optimized conditions, the fluorous catalyst afforded the opposite enantiomer compared with a conventional nonfluorous Jacobsen‐type catalyst, demonstrating that minimal fluorous‐tag modification of the salen ligand framework can markedly alter the stereochemical outcome of the reaction.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70397"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668369","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}
Yan‐Shuo Zhu , Hong‐Yan Wang , Peng‐Hua Shu , Qi‐Lin Wang
{"title":"Construction of Indolines From Tryptamine and Tryptophol Derivatives Through Dearomatative Strategies","authors":"Yan‐Shuo Zhu , Hong‐Yan Wang , Peng‐Hua Shu , Qi‐Lin Wang","doi":"10.1002/ajoc.70394","DOIUrl":"10.1002/ajoc.70394","url":null,"abstract":"<div><div>The dearomatization of tryptamine and tryptophol derivatives has emerged as a key strategy for building structurally intricate and biologically important indoline compounds. The employment of multifaceted approaches, including electrochemical, photocatalytic, transition‐metal‐catalyzed, organocatalytic, and biocatalytic methods, has enabled the efficient assembly of indoline architectures ranging from fused tricyclic and spirocyclic to tetracyclic and polycyclic frameworks. Progress in asymmetric catalytic technologies, especially through the utilization of chiral phosphoric acids, phase‐transfer catalysts, and metal/ligand cooperative systems, has markedly improved enantioselective control, offering robust means for the accurate synthesis of natural products and drug candidates. Green synthesis principles are gaining prominence, as electrochemical and photochemical approaches circumvent conventional oxidants, thereby minimizing byproduct generation and waste output. This review comprehensively surveys advances from 2019 to 2025, highlighting representative cases of diverse bond formation patterns and scaffold‐building methodologies, with the objective of supplying both a theoretical foundation and practical references for future indoline design and synthesis.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70394"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753732","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}
Yue Hu , Yawen Ding , Zexi Zheng , Qiyuan Ma , Shuwei Zhang , Yu Yuan , Xiaodong Jia
{"title":"Dual C–H Functionalization of Tetrahydroisoquinolines and Tertiary Amines: A Unified Strategy for Direct α‐(2‐Oxoethylation) and Synthesis of Fused Aza‐Aromatic Architectures","authors":"Yue Hu , Yawen Ding , Zexi Zheng , Qiyuan Ma , Shuwei Zhang , Yu Yuan , Xiaodong Jia","doi":"10.1002/ajoc.70406","DOIUrl":"10.1002/ajoc.70406","url":null,"abstract":"<div><div>A CBr<sub>4</sub>‐mediated dual C–H functionalization strategy for the direct α‐(2‐oxoethylation) of <em>N</em>‐aryl tetrahydroisoquinolines (THIQs) with tertiary amines is disclosed. This atom‐economical process provides diverse aldehyde‐functionalized THIQs or, alternatively, ring‐opened α,β‐unsaturated aldehydes. Its utility is demonstrated by the concise construction of dihydroisoquinoline‐fused quinoline scaffolds, and preliminary studies indicate that these compounds exhibit good AIE activity, showing potential for further application in fluorescent materials.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70406"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753736","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}
Bin Wang , Mei‐Ting Zhao , Kai‐Cheng Yang , Huan‐Zhu Xue , Long Chen
{"title":"Racemic and Stereoselective Phospha‐Michael Addition of Chromones and Further Oxidation of C2‐Phosphorylated Chromanones","authors":"Bin Wang , Mei‐Ting Zhao , Kai‐Cheng Yang , Huan‐Zhu Xue , Long Chen","doi":"10.1002/ajoc.70408","DOIUrl":"10.1002/ajoc.70408","url":null,"abstract":"<div><div>We herein report a Zn(OTf)<sub>2</sub>‐catalyzed highly efficient <em>phospha</em>‐Michael addition of P(O)─H compounds to substituted chromones, which provides a general protocol for the preparation of C2‐phosphorylated chromanones. Compared to previous reports, the current method benefits from the use of only 10 mol% of inexpensive catalyst Zn(OTf)<sub>2</sub>, relatively lower temperature, and a much wider substrate scope, especially regarding P(O)‐H compounds (aryl and alkyl <em>H</em>‐phosphine oxides, <em>H</em>‐phosphonates, and <em>H</em>‐phosphinates). The resulting adducts can further undergo dehydrogenative oxidation to afford C2‐phosphorylated chromones, which also serve as a good supplement to previous reports. Catalytic asymmetric investigation reveals the use of BINOL‐derived CPA could enable the formation of C2‐phosphorylated chromanones with a tertiary phosphorus‐substituted carbon center in up to 94% yield with 75% ee.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70408"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753738","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":"Selective Catalytic Hydrogenation of Reducing and Keto Sugars to the Corresponding Alcohols over Silica‐Supported Nanoscale Nickel Catalyst under Low Hydrogen Pressure","authors":"Tamilselvan Abiraman , Kalpattu Kuppusamy Balasubramanian , Sridharakumar Narasimhan , Parasuraman Selvam","doi":"10.1002/ajoc.70386","DOIUrl":"10.1002/ajoc.70386","url":null,"abstract":"<div><div>A fumed silica‐supported nanoscale nickel catalyst (Ni/SiO<sub>2</sub>) was synthesized <em>via</em> a simple chemical reduction method using NaBH<sub>4</sub> as the reducing agent. The well‐characterized Ni/SiO<sub>2</sub> catalyst exhibited remarkable activity for the hydrogenation of reducing and keto sugars to the corresponding sugar alcohols under mild aqueous conditions and low hydrogen pressure. The crude reaction products were systematically analysed by NMR and HPLC. Notably, the 15% Ni/SiO<sub>2</sub> catalyst achieved excellent lactose conversion (99%) and lactitol selectivity (96%) at 10 bar H<sub>2</sub>. The catalyst retained its activity after two successive recycling runs, maintaining high lactose conversion (99%) and lactitol selectivity (90%). Furthermore, the catalyst demonstrated high conversion (75%–99%) and selectivity (92%–99%) for various reducing and keto sugars under optimized conditions. For comparison, a commercial Raney Ni catalyst afforded only 13% lactose conversion under identical conditions. These results highlight that the well‐dispersed nano‐nickel on silica support is significantly more efficient than conventional nickel‐based catalysts, including the Raney Ni, for sugar hydrogenation.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70386"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668336","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}
Meng Li , Jiajia Yao , Zinuo Niu , Kexin Guo , Peng An
{"title":"Chemical Approaches to Photoresponsive Fluorophores","authors":"Meng Li , Jiajia Yao , Zinuo Niu , Kexin Guo , Peng An","doi":"10.1002/ajoc.70400","DOIUrl":"10.1002/ajoc.70400","url":null,"abstract":"<div><div>Photoresponsive fluorophores, which enable precise spatiotemporal control of emission through light irradiation, are fundamentally important for advanced bioimaging and sensing applications. This review comprehensively surveys contemporary chemical strategies for the rational design of such smart optical probes. We systematically categorize and discuss the underlying design principles of major classes of photoresponsive fluorophores, including photoactivatable, photo‐deactivatable, photoconvertible, and dual‐activatable systems—the latter requiring the simultaneous occurrence of a specific biochemical event and external photonic input to trigger fluorescence. Detailed examination is provided on the key chemical approaches employed in their engineering, encompassing the use of caging groups, cage‐free molecular designs, directed photooxidation, electrocyclization reactions, and other phototriggered molecular rearrangements. By elucidating the intricate relationships between molecular structure and photophysical function, this overview underscores how innovative chemical design affords unprecedented spatiotemporal precision in fluorescence output, thereby expanding the toolbox for dynamic biological investigation and analytical detection.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70400"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668371","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 for the Synthesis of 4H‐3,1‐Benzoxazines via Annulation of Olefinic Amides","authors":"Yan‐Ning Niu , Xiao‐Feng Xia","doi":"10.1002/ajoc.70390","DOIUrl":"10.1002/ajoc.70390","url":null,"abstract":"<div><div>4<em>H</em>‐3,1‐Benzoxazines represent important six‐membered heterocyclic compounds in organic chemistry, and the intramolecular cyclization of olefinic amides with various radical species or electrophiles has been established as an efficient strategy for the synthesis of 4<em>H</em>‐3,1‐benzoxazines. Recently, increasing efforts have been devoted to developing more efficient and sustainable synthetic approaches toward 4<em>H</em>‐3,1‐benzoxazines under various reaction conditions. In this review, we provided an overview of the recent progress for the construction of 4<em>H</em>‐3,1‐benzoxazines via annulation of olefinic amides. A series of different substituted 4<em>H</em>‐3,1‐benzoxazines were synthesized through cyclization of olefinic amides with different radical species or electrophiles are surveyed herein. We also discussed the substrate scope and mechanistic details of these reactions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70390"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753616","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":"A Sustainable Approach to Synthesize Tetra‐ and Penta‐Substituted Pyrroles Under Three‐Component One‐Pot Synthesis Using Novel Thiourea‐Derived Organocatalysts","authors":"Rajeev Singh , Naseem Ahmed","doi":"10.1002/ajoc.70414","DOIUrl":"10.1002/ajoc.70414","url":null,"abstract":"<div><div>An efficient, synthetically challenging tetra‐ and penta‐substituted pyrroles are reported under one‐ pot three‐component reactions using thiourea‐based organocatalysts under mild reaction conditions. This method is noteworthy for its inexpensive catalyst, easy reaction conditions, air atmosphere, excellent yields, and scalability. Generally, these molecules are synthesized under the Paal–Knorr reaction. However, our protocol offers low organocatalyst loading, catalyst recycling, high atom economy, and a wide functional group tolerance, with product yields up to 91%. The plausible mechanism indicates that H‐bonding between the organocatalyst and the starting materials facilitates the intramolecular Michael addition to afford the intermediate, which then leads to highly substituted pyrrole derivatives.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70414"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753661","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}