Asian Journal of Organic Chemistry最新文献

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Chemical Fixation of CO2 Into Cyclic Carbonates via Porous Hyper‐Crosslinked Polymers Containing Salen(Zn) and Multi‐Ionic Sites 含Salen(Zn)和多离子位的多孔超交联聚合物将CO2化学固定为环状碳酸盐
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70484
Yuwan Yang, Jinhong Xiao, Zhenfeng Feng, Chunyan Deng, Yongjian Qiu, Shuman Chang, Yanxiu Zheng, Lin Lei, Yaju Chen
{"title":"Chemical Fixation of CO2 Into Cyclic Carbonates via Porous Hyper‐Crosslinked Polymers Containing Salen(Zn) and Multi‐Ionic Sites","authors":"Yuwan Yang,&nbsp;Jinhong Xiao,&nbsp;Zhenfeng Feng,&nbsp;Chunyan Deng,&nbsp;Yongjian Qiu,&nbsp;Shuman Chang,&nbsp;Yanxiu Zheng,&nbsp;Lin Lei,&nbsp;Yaju Chen","doi":"10.1002/ajoc.70484","DOIUrl":"10.1002/ajoc.70484","url":null,"abstract":"<div><div>The integration of CO<sub>2</sub> capture and conversion into a single heterogeneous catalyst represents a pivotal step toward sustainable carbon resource utilization. Herein, we report a facile synthesis of porous hyper‐crosslinked polymers (Salen(Zn)‐iHCP) containing salen(Zn) complex and multi‐ionic sites via a one‐pot Friedel–Crafts alkylation and quaternization strategy. This strategy elegantly overcomes the porosity limitations typically encountered during direct polymerization of charged ionic monomers. The resulting Salen(Zn)‐iHCP features a high specific surface area, good CO<sub>2</sub>‐selective affinity, and a uniform distribution of proximal Lewis acidic Zn(II) centers and nucleophilic Br<sup>−</sup> sites. Owing to the synergistic effect between the Zn and Br<sup>−</sup> sites, coupled with a good CO<sub>2</sub> adsorption capacity, Salen(Zn)‐iHCP exhibits high catalytic activity for the cycloaddition of CO<sub>2</sub> with various epoxides in the absence of any additives and solvents. At 100°C and 1.0 MPa, Salen(Zn)‐iHCP2 achieves 99% conversion of epichlorohydrin with 97% yield of corresponding cyclic carbonate. Notably, Salen(Zn)‐iHCP2 maintains high activity even using simulated flue gas (15% CO<sub>2</sub> in 85% N<sub>2</sub>) as the carbon source and demonstrates robust recyclability over five cycles. This work provides a promising strategy for constructing high‑performance heterogeneous catalysts for integrated CO<sub>2</sub> capture and conversion.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70484"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148462868","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}
引用次数: 0
A Review on Photo‐Decarboxylative Fluorination, a Mechanistic Framework 光脱羧氟化机理研究进展
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70479
Sharmila Wahengbam, Kamal Kant, Chandi C. Malakar
{"title":"A Review on Photo‐Decarboxylative Fluorination, a Mechanistic Framework","authors":"Sharmila Wahengbam,&nbsp;Kamal Kant,&nbsp;Chandi C. Malakar","doi":"10.1002/ajoc.70479","DOIUrl":"10.1002/ajoc.70479","url":null,"abstract":"<div><div>The formation of C─F bonds remains a central challenge in modern synthesis, where fluorine incorporation underpins advances in pharmaceuticals, agrochemicals, radiochemistry, and functional materials. Photo‐decarboxylative fluorination has rapidly emerged as a powerful and sustainable strategy for C─F bond formation, enabling direct conversion of abundant carboxylic acids into valuable fluorinated motifs under visible‐light irradiation. Recent progress has revealed four distinct yet complementary activation modes for fluorine atom transfer (FAT), radical–polar crossover (RPC), ligand‐to‐metal charge transfer (LMCT), and electron donor–acceptor (EDA) complex excitation that collectively broaden the accessible chemical space, from aliphatic and benzylic frameworks to challenging aryl substrates. These mechanistic paradigms offer exceptional functional group tolerance, mild operational conditions, and compatibility with late‐stage diversification, radiochemical labeling, and polymer upcycling. This review provides an integrated overview of these activation platforms, highlighting key mechanistic principles, catalytic strategies, and synthetic applications that define the growing impact of photo‐decarboxylative fluorination in contemporary fluorine chemistry.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70479"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148462899","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}
引用次数: 0
Divergent and Stereodefined Synthesis of Substituted Polyamines Through Iterative Elongation Reactions With Aziridines 通过叠氮啶的迭代延伸反应合成发散性和立体定向取代多胺
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70497
Tokihiro Furuhashi, Kana Nakatsuka, Shintaro Matsumoto, Satoshi Matsubara, Bumpei Maeda, Yota Sakakibara, Kei Murakami
{"title":"Divergent and Stereodefined Synthesis of Substituted Polyamines Through Iterative Elongation Reactions With Aziridines","authors":"Tokihiro Furuhashi,&nbsp;Kana Nakatsuka,&nbsp;Shintaro Matsumoto,&nbsp;Satoshi Matsubara,&nbsp;Bumpei Maeda,&nbsp;Yota Sakakibara,&nbsp;Kei Murakami","doi":"10.1002/ajoc.70497","DOIUrl":"10.1002/ajoc.70497","url":null,"abstract":"<div><div>Polyamines play essential biological roles, yet the stereocontrolled construction of substituted polyamines remains challenging. We report a modular and iterative strategy that enables scalable synthesis of diverse di‐ and triamines through controlled ring opening of chiral aziridines. Various aziridines derived from amino acids deliver diastereomerically pure products, and altering the order of aziridine incorporation provides access to multiple isomers. This approach offers a versatile platform for generating tailored polyamines.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70497"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148467156","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}
引用次数: 0
Acid‐Catalyzed Cyclocondensation of α‐Mercaptoketones With 1,3‐Dicarbonyl Compounds for Multi‐Substituted Thiophenes α-巯基酮与1,3-二羰基化合物在多取代噻吩中的酸催化环缩合反应
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70493
Yuyu Lv, Kaijian Zhu, Xiujuan Zhao, Na Li, Ke‐Hu Wang, Danfeng Huang, Yulai Hu, Junjiao Wang
{"title":"Acid‐Catalyzed Cyclocondensation of α‐Mercaptoketones With 1,3‐Dicarbonyl Compounds for Multi‐Substituted Thiophenes","authors":"Yuyu Lv,&nbsp;Kaijian Zhu,&nbsp;Xiujuan Zhao,&nbsp;Na Li,&nbsp;Ke‐Hu Wang,&nbsp;Danfeng Huang,&nbsp;Yulai Hu,&nbsp;Junjiao Wang","doi":"10.1002/ajoc.70493","DOIUrl":"10.1002/ajoc.70493","url":null,"abstract":"<div><div>A highly efficient and metal‐free cyclocondensation reaction toward the synthesis of polysubstituted thiophenes from <em>α</em>‐mercaptoketones and 1,3‐dicarbonyl compounds has been developed. This acid‐catalyzed protocol provides a facile and atom‐economical strategy for the synthesis of thiophenes under mild conditions in moderate to excellent yields. The method features a broad substrate scope, inexpensive and readily available starting materials, and excellent scalability, making it a practical and sustainable tool in organic synthesis.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70493"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148467189","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}
引用次数: 0
Studying Phosphoroorganic Modification of Smac‐Mimetics to Boost Selectivity for cIAP1‐BIR3 and Unravel cIAP1/XIAP Molecular Inhibition Mechanisms 研究smac -模拟物的磷有机修饰提高cIAP1- bir3的选择性并揭示cIAP1/XIAP分子抑制机制
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70469
Elisa Fagnani, Paolo Cocomazzi, Waldemar Goldeman, Marcin Sieńczyk, Francesco Bonì, Mona Amini Baghbadorani, Agnieszka Łupicka‐Słowik, Federica Cossu
{"title":"Studying Phosphoroorganic Modification of Smac‐Mimetics to Boost Selectivity for cIAP1‐BIR3 and Unravel cIAP1/XIAP Molecular Inhibition Mechanisms","authors":"Elisa Fagnani,&nbsp;Paolo Cocomazzi,&nbsp;Waldemar Goldeman,&nbsp;Marcin Sieńczyk,&nbsp;Francesco Bonì,&nbsp;Mona Amini Baghbadorani,&nbsp;Agnieszka Łupicka‐Słowik,&nbsp;Federica Cossu","doi":"10.1002/ajoc.70469","DOIUrl":"10.1002/ajoc.70469","url":null,"abstract":"<div><div>Homeostasis in organisms is regulated by apoptosis, whose dysregulation in neoplastic cells is often associated with overexpression of inhibitor of apoptosis proteins (IAPs). IAPs inhibit caspases, key executors of apoptosis. Smac (Second Mitochondria‐derived Activator of Caspases), counteracts this inhibition by binding to a specific groove in IAPs, enabling caspase activation. Smac‐mimetics (SMs) are small molecules antagonizing IAPs and are promising antitumor agents. As IAP homologues employ distinct mechanisms to regulate cell death, SMs binding can lead to different molecular outcomes. We report the synthesis and characterization of two novel SMs — a bivalent (<strong>6</strong>) and a monovalent (<strong>7</strong>) derivative — exhibiting one or two mimic heads and a phosphoroorganic moiety. Their effects on cIAP1 and XIAP were analyzed combining thermal stability, affinity analysis, size exclusion chromatography, and virtual docking. Both compounds selectively target cIAP1‐BIR3 over XIAP and interact with the BIR2 and BIR3 domains of XIAP via intramolecular binding, highlighting the phosphoroorganic moiety's ability to engage BIR2. In contrast, the bivalent <strong>6</strong> induces cIAP1 dimerization through intermolecular binding. These findings support the rational design of novel IAP antagonists with predictable effects, emphasizing selectivity and the potential to induce distinct molecular responses, including those mediated by bifunctional proteolysis‐targeting chimera (PROTAC) compounds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70469"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148386373","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}
引用次数: 0
Modular Synthesis of N,N’‐Disubstituted Triazolyl Ureas via a Transition‐Metal‐Free KOtBu‐Promoted Three‐Component Reaction 通过无过渡金属KOtBu促进的三组分反应模块化合成N,N ' -二取代三唑脲
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70499
Weiguo Wang, Chunpeng Qiu, Zhihao Zuo, Jingyu Wang
{"title":"Modular Synthesis of N,N’‐Disubstituted Triazolyl Ureas via a Transition‐Metal‐Free KOtBu‐Promoted Three‐Component Reaction","authors":"Weiguo Wang,&nbsp;Chunpeng Qiu,&nbsp;Zhihao Zuo,&nbsp;Jingyu Wang","doi":"10.1002/ajoc.70499","DOIUrl":"10.1002/ajoc.70499","url":null,"abstract":"<div><div>Herein, a transition‐metal‐free KO<em><sup>t</sup></em>Bu‐promoted three‐component reaction has been developed for the modular synthesis of <em>N,N’</em>‐disubstituted triazolyl ureas. This reaction proceeded via the cycloaddition of nitriles and azides in the presence of a base, followed by the interception of the triazolamine and triazole nitrogen anion intermediate using isocyanates. This reaction operates under mild reaction conditions and features in a broad substrate scope.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70499"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148657973","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}
引用次数: 0
DBU Mediated Site Selective Hydrogen Isotope Exchange at α‐Carbons of Self‐Assembled Phenylglycine Peptides Using D2O DBU介导的自组装苯甘氨酸肽在α -碳上的选择性氢同位素交换
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70504
Dasari Yogesh, Amalorpavadoss Antony Peter Raj, Thanasekaran Ponpandian
{"title":"DBU Mediated Site Selective Hydrogen Isotope Exchange at α‐Carbons of Self‐Assembled Phenylglycine Peptides Using D2O","authors":"Dasari Yogesh,&nbsp;Amalorpavadoss Antony Peter Raj,&nbsp;Thanasekaran Ponpandian","doi":"10.1002/ajoc.70504","DOIUrl":"10.1002/ajoc.70504","url":null,"abstract":"<div><div>Deuterium‐labeled peptides are highly important in the field of drug discovery and biomedical research; however, achieving site selectivity and stereoselectivity during deuterium incorporation remains challenging. Herein, we report a late‐stage strategy for the <em>α</em>‐deuteration of short phenylglycine‐based peptides using deuterium oxide as the deuterium donor. In the presence of DBU as a base, a series of phenylglycine‐containing di‐, tri‐, tetra‐, and pentapeptides were successfully deuterated at the non‐exchangeable <em>α</em>‐position of the peptide backbone, achieving up to 98% deuterium incorporation with moderate to high yields. However, this approach failed to preserve the chirality of the peptide chain, as complete racemization occurred during the replacement of the <em>α</em>‐proton at the chiral center of phenylglycine with deuterium. Notably, the strategy is highly selective for the phenylglycine residue within the peptide chain, while the <em>α</em>‐protons of other amino acid residues remain unaffected.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70504"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148658016","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}
引用次数: 0
Light‐Induced Three‐Component Synthesis of Sulfur‐Containing Compounds: A Concise Overview 光诱导含硫化合物的三组分合成:简要综述
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70487
Jiangfei Chen, Xinsheng Li, Li Zhang, Dayun Huang
{"title":"Light‐Induced Three‐Component Synthesis of Sulfur‐Containing Compounds: A Concise Overview","authors":"Jiangfei Chen,&nbsp;Xinsheng Li,&nbsp;Li Zhang,&nbsp;Dayun Huang","doi":"10.1002/ajoc.70487","DOIUrl":"10.1002/ajoc.70487","url":null,"abstract":"<div><div>Light‐induced three‐component reactions have emerged as a powerful strategy for the sustainable synthesis of organosulfur compounds. They offer many advantages, such as readily available starting materials, mild reaction conditions, high atom economy, and simplified operational procedures. This review summarizes advances over the past decade in the construction of thioethers, thiocyanates, thioesters, thiolates, sulfoxides, sulfones, sulfonyl fluorides, and other sulfur‐containing frameworks.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70487"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148615205","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}
引用次数: 0
Synthesis of Arylsilanes by Catalytic Silylation of C(sp2)─X Bonds: A Review From the Silicon Perspective C(sp2)─X键硅基化催化合成芳基硅烷的研究进展
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70480
Baptiste Neil, Clément Chauvier
{"title":"Synthesis of Arylsilanes by Catalytic Silylation of C(sp2)─X Bonds: A Review From the Silicon Perspective","authors":"Baptiste Neil,&nbsp;Clément Chauvier","doi":"10.1002/ajoc.70480","DOIUrl":"10.1002/ajoc.70480","url":null,"abstract":"<div><div>Arylsilanes constitute an important class of organosilicon compounds with widespread applications in organic synthesis and materials science. Over the past two decades, a range of catalytic synthetic protocols have been developed to access such aromatic organosilanes with increased generality, allowing to forge the C(sp<sup>2</sup>)─Si bond through cross‐coupling of various substrate classes with structurally‐diverse silylating reagents. To navigate this synthetic landscape, the present review surveys the key catalytic methodological developments that occurred over the past 15 years for the synthesis of arylsilanes through the silylation of C(sp<sup>2</sup>)─X bonds (X =  (pseudo)halide) in functionalized aromatic substrates. Specifically, the field is reviewed from a silicon perspective, where methodologies are categorized and scrutinized according to the philicity (i.e., polarity) of the silylating reagent employed, moving from abundant electrophilic sources (chlorosilanes and hydrosilanes) to more specialized nucleophilic reagents (disilanes, silylboronates, and silylzincs). For each class of reagent, particular emphasis is placed on the structural diversity of the silyl groups that can be successfully transferred to aromatic frameworks.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70480"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148386374","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}
引用次数: 0
5'‐Phosphoramidite Approach for the Synthesis of Piperidino Oligomer and Its Chimeras in an Automated Oligo Synthesizer and Their Biophysical Properties 5'-磷酸酰胺法合成胡椒酰氨基低聚物及其嵌合物及其生物物理性质
IF 2.3 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-07-01 Epub Date: 2026-08-04 DOI: 10.1002/ajoc.70485
Debajyoti Kuilya, Anwit Bankura, Swrajit Nath Sharma, Atanu Ghosh, Jayanta Kundu, Muthiah Manoharan, Surajit Sinha
{"title":"5'‐Phosphoramidite Approach for the Synthesis of Piperidino Oligomer and Its Chimeras in an Automated Oligo Synthesizer and Their Biophysical Properties","authors":"Debajyoti Kuilya,&nbsp;Anwit Bankura,&nbsp;Swrajit Nath Sharma,&nbsp;Atanu Ghosh,&nbsp;Jayanta Kundu,&nbsp;Muthiah Manoharan,&nbsp;Surajit Sinha","doi":"10.1002/ajoc.70485","DOIUrl":"10.1002/ajoc.70485","url":null,"abstract":"<div><div>Chemically modified oligonucleotide synthesis has emerged as a major driving force in modern nucleic acid chemistry. Recently, phosphorodiamidate morpholino oligonucleotide (PMO) has gained much interest, for the treatment of rare disease like Duchenne Muscular Dystrophy (DMD), warranting its further exploration. In this vein, the synthesis of carbocyclic analog of PMO, called phosphorodiamidate piperidino oligomers (PPOs) was reported earlier. However, the use of chlorophosphoramidate chemistry for the synthesis of PPOs limited its overall yield and applicability. Herein, we explored the amidite chemistry for the synthesis of <em>tert</em>‐butyl‐protected (5′‐<em><sup>t</sup></em>Bu)‐piperidino phosphoramidite monomers. Furthermore, their use for the synthesis of full length 19‐mer PPO sequence and diverse chimeric backbones like PPO‐PMO, PPO‐psDNA, and PPO‐DNA chimeras in an automated oligo synthesizer are also investigated. Thermal melting (<em>T</em><sub>m</sub>) and circular dichroism (CD) analyses of their duplexes with complementary RNA strand are also reported. Interestingly, we observed a reasonable Tm in our newly reported chimeras which indicated a strategy to deal with the destabilizing effects of PPO for their potential applications in ASOs. CD spectra indicated non‐canonical helical conformations for pure PPO and altered B‐form features in chimeras, underscoring their structural versatility for RNA‐targeted therapeutics.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 7","pages":"Article e70485"},"PeriodicalIF":2.3,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148463150","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}
引用次数: 0
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