Asian Journal of Organic Chemistry最新文献_第7页

Dicarbofunctionalization of Alkenes/Alkynes via CAN-Mediated Cyclization Reactions 通过can介导的环化反应的烯/炔双碳官能化

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-20 DOI: 10.1002/ajoc.202500326

Balasubramaniyam Manikandan, Mageshwaran Boopathi, Subramaniapillai Selva Ganesan

引用次数: 0

Quantum-Chemical Modeling of One-Pot Assembly of 1-Formyl-2-Pyrazolines from Alkylaryl Ketones, Arylacetylenes, Hydrazine, and Formic Acid 由烷基芳基酮、芳基乙炔、肼和甲酸组成的1-甲酰基-2-吡唑啉单锅组装的量子化学模型

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-19 DOI: 10.1002/ajoc.202400805

Vladimir B. Orel, Grigoriy R. Gnatovskiy, Nadezhda M. Vitkovskaya

{"title":"Quantum-Chemical Modeling of One-Pot Assembly of 1-Formyl-2-Pyrazolines from Alkylaryl Ketones, Arylacetylenes, Hydrazine, and Formic Acid","authors":"Vladimir B. Orel, Grigoriy R. Gnatovskiy, Nadezhda M. Vitkovskaya","doi":"10.1002/ajoc.202400805","DOIUrl":"10.1002/ajoc.202400805","url":null,"abstract":"The assembly mechanism of 1-formyl-2-pyrazoline from alkylaryl ketones, arylacetylenes, hydrazine and formic acid has been investigated in some detail using the B2PLYP-D2/6-311+G**//B3LYP/6-31+G* quantum-chemical approach. We ascertained that the first stage of the assembly involves the C-vinylation reaction of acetophenone with phenylacetylene catalyzed by the KOBut/DMSO superbase, followed by the Z-E isomerization of the dienolate ion. Neutralization of the latter leads to a mixture of α,β- and β,γ-unsaturated ketones. The kinetically most favorable route for the subsequent assembly of 1-formyl-2-pyrazoline is found to involve (i) addition of hydrazine to the C═C bond of the α,β-unsaturated ketone, (ii) cyclization of the β-hydrazinyl ketone, and (iii) formylation of 2-pyrazoline. The β,γ-unsaturated ketone is found to convert into the β,γ-unsaturated formylhydrazone, which is consistent with experiment. The transformation of β,γ-unsaturated formylhydrazone to 1-formyl-2-pyrazoline proceeds through the hydration of formylhydrazone, resulting in the formation of β,γ-unsaturated ketone, which subsequently isomerizes into the α,β-unsaturated ketone. The high barrier of the isomerization accounts for the long duration of the corresponding stage of the synthesis (1 h, 100 °C).","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832962","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 and Characterization of Chiral Porphyrin Derived from (–)-α-Phellandrene （-）-α-杓蓝烯手性卟啉的合成与表征

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-19 DOI: 10.1002/ajoc.202500260

Rui Ichiryu, Dr. Shigeki Mori, Kazuki Oishi, Kazunari Tagawa, Masataka Ikawa, Prof. Dr. Tetsuo Okujima, Prof. Dr. Masayoshi Takase, Prof. Dr. Hidemitsu Uno

引用次数: 0

Palladium Nanoparticles Dispersed in Alginate Beads as an Efficient, Eco-friendly, and Sustainable Heteregeneous Catalyst: Testing in Carbon-Sulfur and Carbon-Carbon Cross-Coupling Reactions 钯纳米颗粒分散在海藻酸珠中作为一种高效、环保和可持续的多相催化剂：碳硫和碳碳交叉偶联反应的测试

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-19 DOI: 10.1002/ajoc.202500269

Ramesh Katla, Rakhi Katla, Daniel Rapachi, Marcos A. Gelesky, João Henrique Z. dos Santos, Gilber R. Rosa, Clarissa H. Rosa

{"title":"Palladium Nanoparticles Dispersed in Alginate Beads as an Efficient, Eco-friendly, and Sustainable Heteregeneous Catalyst: Testing in Carbon-Sulfur and Carbon-Carbon Cross-Coupling Reactions","authors":"Ramesh Katla, Rakhi Katla, Daniel Rapachi, Marcos A. Gelesky, João Henrique Z. dos Santos, Gilber R. Rosa, Clarissa H. Rosa","doi":"10.1002/ajoc.202500269","DOIUrl":"10.1002/ajoc.202500269","url":null,"abstract":"The development of sustainable and efficient catalysts featuring palladium nanoparticles (Pd NPs) is highly sought after. In this context, sodium alginate, a natural polymer, presents a promising eco-friendly support material for Pd NPs. Thus, this study reports the synthesis of a solid material which consists of sodium alginate beads containing uniformly dispersed Pd NPs (named palladium/copper alginate beads, Pd/CuAB). This material was fully characterized using analytical techniques of ultraviolet–visible spectrophotometry (UV–vis), Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDS), transmission electron microscopy (TEM), and inductively coupled plasma optical emission spectrometry (ICP-OES). It is evaluated as a catalyst in both carbon-sulfur (C-S) and carbon-carbon (C-C) cross-coupling reactions. The catalytic system used for the C-S coupling demonstrated high efficiency and broad compatibility with substrates containing different substituent groups. For the Suzuki–Miyaura C-C coupling, the catalytic system showed excellent performance with aryl iodides as substrates. However, for aryl bromides, the results suggest that further optimizations are needed to achieve satisfactory reaction yields. Therefore, the Pd/CuAB catalyst showed surprising performance in C-S coupling and may be among the best described in the literature. In addition, the stability in air, ease of handling and use of sustainably sourced catalytic support are noteworthy points of the Pd/CuAB solid. Based on these results, this study contributes to the advancement of the state-of-the-art of palladium catalysts employing sustainable catalytic supports.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://aces.onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202500269","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833030","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}

引用次数: 0

Regioselective Multicomponent Approach Promoted by p-TSA: A Facile Synthetic Access to 3,5-disubstituted 4-pyridinone Frameworks 由p-TSA促进的区域选择性多组分方法：3,5-二取代4-吡啶酮框架的简易合成途径

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-19 DOI: 10.1002/ajoc.202500445

Pooja Kumari, Sowmya Dastari, Manda Sathish, Swetha Singitham, Subha Jahnavi Avvaru, Nagula Shankaraiah

引用次数: 0

Conformation-Dependent Luminescence and Thermal Phase Transition of Crystals of a Tetrahydropentalene Derivative Bearing Aromatic Rings with Frustrated Free Rotation 含受挫自由旋转芳环的四氢戊烯衍生物晶体的构象依赖性发光和热相变

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-19 DOI: 10.1002/ajoc.202500510

Tomoki Nagaoka, Prof. Yasunori Matsui, Dr. Takuya Ogaki, Prof. Hiroyoshi Naito, Prof. Hiroshi Ikeda

引用次数: 0

Alcohol Dehydrogenation Catalyzed by Azo-Oxime Coordinated Ruthenium(II): A Strategic and Sustainable Route towards Site-Selective C(sp3)–H Functionalization of 9H-Fluorene 偶氮肟配位钌催化醇脱氢：9h -芴选择性C(sp3) -H功能化的战略和可持续途径

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-18 DOI: 10.1002/ajoc.202500330

Srijita Naskar, Supriyo Halder, Aritra Das, Sampad Malik, Gopal Kanrar, Debashis Jana, Bikash Kumar Panda, Kausikisankar Pramanik, Sanjib Ganguly

{"title":"Alcohol Dehydrogenation Catalyzed by Azo-Oxime Coordinated Ruthenium(II): A Strategic and Sustainable Route towards Site-Selective C(sp3)–H Functionalization of 9H-Fluorene","authors":"Srijita Naskar, Supriyo Halder, Aritra Das, Sampad Malik, Gopal Kanrar, Debashis Jana, Bikash Kumar Panda, Kausikisankar Pramanik, Sanjib Ganguly","doi":"10.1002/ajoc.202500330","DOIUrl":"10.1002/ajoc.202500330","url":null,"abstract":"The bidentate redox non-innocent azo-oxime ligand p-chloro-aryl-azo-oxime (p-Cl-aaOH) has been used to synthesize a robust as well as air- and moisture-stable complex trans-[Ru(p-Cl-aaO)Cl(CO)(PPh3)2]. It has been thoroughly characterized by various analytical, spectroscopic and Single-Crystal X-Ray Diffraction (SCXRD) analysis. Its electrochemical property has also been investigated and supported by theoretical studies. The complex has functioned as an effective ligand-based catalyst for dehydrogenation of diverse aromatic and aliphatic primary alcohols followed by selective C(sp3)–H activation of 9H-Fluorene under aerobic conditions through a tandem process. A probable catalytic cycle has been projected from relevant experiments, where the azo group of coordinated ligand plays a key role in both dehydrogenation and borrowing hydrogenation processes, while the ruthenium(II) centre behaves as a passive spectator throughout the reaction. The main advantages of this ruthenium catalyst include its simple synthetic methodology, low catalyst loading, wide substrate scope, shorter reaction times, and the ability to perform catalytic transformations at relatively lower temperatures.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833162","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

Emerging Strategies in N-Fluoroalkylation: Recent Progress n -氟烷基化的新策略：最新进展

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-17 DOI: 10.1002/ajoc.202500453

Chunpeng Li, Bingxun Wang, Haixia Song, Yulong Wang, Mingyou Hu

{"title":"Emerging Strategies in N-Fluoroalkylation: Recent Progress","authors":"Chunpeng Li, Bingxun Wang, Haixia Song, Yulong Wang, Mingyou Hu","doi":"10.1002/ajoc.202500453","DOIUrl":"10.1002/ajoc.202500453","url":null,"abstract":"The strategic introduction of fluorine to the α-carbon of amine compounds enables precise electronic modulation of nitrogen-centered charge distribution, thereby modifying the molecular spatial configuration and physicochemical properties such as acidity, basicity, lipophilicity, and metabolic stability. These tailored characteristics render N-fluoroalkylamines highly advantageous for pharmaceutical applications. However, inherent electronic repulsion between nitrogen and fluorine atoms imposes significant synthetic challenges and compromises the stability of N-fluoroalkyl-substituted architectures. To address these limitations, this review systematically examines state-of-the-art synthetic methodologies for structurally diverse nitrogen-fluoroalkyl compounds, with emphasis on N-difluoromethylamines, N-trifluoromethylamines, N-perfluoroalkylamines, and related derivatives. By correlating substitution patterns with functional properties, we elucidate structure–activity relationships critical for optimizing drug-like behavior, providing theoretical guidance for rational drug design and development.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833022","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

Bis[1]benzothieno[1,4]thiazine-S-oxides–Luminescence of the Anti-Anti-Regioisomer 苯并噻唑[1,4]噻嗪- s -氧化物-反-反区域异构体的发光

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-17 DOI: 10.1002/ajoc.202500490

Dr. Simone T. Hauer, Dr. J. Maurice Pütz, Prof. Dr. Christian Ganter, Prof. Dr. Thomas J. J. Müller

引用次数: 0

Nickel-Catalyzed Synthesis of Structurally Diverse N-(hetero)aryl Pyrroles 镍催化合成结构多样的N-（杂）芳基吡咯

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-17 DOI: 10.1002/ajoc.202500195

Chitrarekha Dewangan, Swapnaneel Sarmah, Dr. Kishore Natte

引用次数: 0