Asian Journal of Organic Chemistry最新文献_第4页

Phenazines Synthesis by Palladium‐Catalyzed Reductive Cyclization of 2‐Nitro‐N‐Phenylanilines Using Gaseous CO or Its Surrogates 钯催化2-硝基- n -苯基苯胺还原环化合成苯那嗪

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500555

Simone Galiè , Dr. Manar Ahmed Fouad , Cecilia Abbo , Prof. Francesco Ferretti , Prof. Fabio Ragaini

{"title":"Phenazines Synthesis by Palladium‐Catalyzed Reductive Cyclization of 2‐Nitro‐N‐Phenylanilines Using Gaseous CO or Its Surrogates","authors":"Simone Galiè , Dr. Manar Ahmed Fouad , Cecilia Abbo , Prof. Francesco Ferretti , Prof. Fabio Ragaini","doi":"10.1002/ajoc.202500555","DOIUrl":"10.1002/ajoc.202500555","url":null,"abstract":"<div><div>Phenazines are a diverse class of nitrogen‐containing heterocycles with a wide range of chemical structures and biological applications. We have developed a synthetic route for phenazines through a palladium‐catalyzed reductive cyclization of 2‐nitro‐<em>N</em>‐phenylanilines using either gaseous carbon monoxide or phenyl formate as an in situ CO source as efficient and cheap reductants. Our protocol offers a practical alternative to existing methods, achieving good yields without relying on large amounts of strongly reducing or oxidizing agents. Moreover, it minimizes the formation of unwanted byproducts, which is a common drawback in traditional phenazine synthesis. The key advantages of this protocol include the use of a simple Pd‐catalyst in the presence of 1,10‐phenanthroline (Phen), an inexpensive and commercially available ligand. These features make our method very convenient for phenazine synthesis. An uncommon inverse correlation between catalyst loading and product selectivity, as well as key differences between the use of gaseous CO and its surrogate, will also be discussed.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00555"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145316640","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}

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The Structure‐Activity Relationship and Reusability of Chiral Azacrown Ethers Derived from L‐Threitol l -苏糖醇衍生的手性氮冠醚的构效关系及可重复使用性

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500464

Bertalan Varga , Katalin Németh , Dóra Ujj , Béla Mátravölgyi , Csaba Váradi , Zsolt Rapi

{"title":"The Structure‐Activity Relationship and Reusability of Chiral Azacrown Ethers Derived from L‐Threitol","authors":"Bertalan Varga , Katalin Németh , Dóra Ujj , Béla Mátravölgyi , Csaba Váradi , Zsolt Rapi","doi":"10.1002/ajoc.202500464","DOIUrl":"10.1002/ajoc.202500464","url":null,"abstract":"<div><div>In enantioselective reactions, several catalysts can be used, such as chiral crown ethers, which form a special group of them. In addition to the reaction conditions, the structure of the catalyst used also affects the outcome of the reaction. In the case of carbohydrate‐based crown ethers, we previously found that the monoaza‐15‐crown‐5 structure is the most effective, and the generated enantiomeric excess is influenced by the substituent of the nitrogen, the protecting groups of the carbohydrate, and the source of chirality. In this study, macrocycles derived from <span>l</span>‐threitol were synthesized with a similar structure, and their catalytic activity and reusability were tested and compared in different model reactions along with some previously prepared compounds. Several types of effect‐structure relationships were pointed out, while the enantiomeric excess varied widely. We demonstrated the recoverability of the crown ethers by acidic extraction and subsequent liberation of the azacrown moiety. The regeneration process was investigated more thoroughly in scaled‐up reactions, where the selectivity of the catalysts preserved for three examined cycles.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00464"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317556","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}

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Tf2O‐Catalyzed Tandem Trifluoromethylselenolation/Cyclization of Alkenes for Synthesis of CF3Se‐Containing Heterocycles tf20催化串联三氟甲基硒化/烯烃环化合成含cf3se杂环

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500586

Sijie Zhu , Huiyi Ren , Linsheng Ye , Ziqiang Cheng , Yuting Wang , Zheliang Yuan , Yanan Wang

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Electrochemical Catalysis of Coupling Reaction between Diselenide / Disulfide and Diazonium Salt 二硒化物/二硫化物与重氮盐偶联反应的电化学催化

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500549

Haoxiang Zhang , Chaolin Li , Peiyuan Luo , Fei Ji , Changquan Zhang , Yuhan Jin , Yonghong Mi , Peng Liu , Qiyue Liu , Xiao Zhang

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LiCl‐Promoted Branched Methoxycarbonylation of Propylene Using a Heterogenized Triphenylphosphine‐palladium Catalyst 异相化三苯基膦-钯催化剂催化丙烯支化甲氧羰基化反应

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500569

Xinyu Ma , Ying Zhang , Prof. Dr. Congguang Zhang , Dr. Dharani Sivadasan , Prof. Dr. Hongmin Jia , Prof. Dr. Shao‐Tao Bai

{"title":"LiCl‐Promoted Branched Methoxycarbonylation of Propylene Using a Heterogenized Triphenylphosphine‐palladium Catalyst","authors":"Xinyu Ma , Ying Zhang , Prof. Dr. Congguang Zhang , Dr. Dharani Sivadasan , Prof. Dr. Hongmin Jia , Prof. Dr. Shao‐Tao Bai","doi":"10.1002/ajoc.202500569","DOIUrl":"10.1002/ajoc.202500569","url":null,"abstract":"<div><div>Branched selective carbonylation of propylene is a well‐known challenge for both academia and industry. In this study, we reported LiCl‐promoted branched selective methoxycarbonylation of propylene utilizing an easy heterogenized triphenylphosphine‐palladium catalyst (Pd/3V‐PPh<sub>3</sub>@POP). Various (heterogenized) ligands, additives, acids, and catalytic metals were tested. The catalyst Pd/3V‐PPh<sub>3</sub>@POP in the presence of LiCl gave a 36.9% increased branched selectivity at the expense of activity compared to the absence of additives (71.4% versus 34.5% branched selectivity, turnover numbers of 124.5 versus 421.8) under otherwise identical conditions. The optimal catalyst Pd/3V‐PPh<sub>3</sub>@POP was characterized using X‐ray diffraction (XRD), high‐angle annular dark field scanning transmission electron microscopy (HAADF‐STEM), scanning electron microscopy energy dispersive spectrometer (SEM‐EDS), Brunner–Emmet–Teller (BET), and thermogravimetric analysis (TGA) experiments and further tested in simple filtration recycling experiments using a continuous stirring reactor.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00569"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317813","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}

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Versatility of Dialkyl Azodicarboxylates in Organic Transformations 二烷基偶氮二羧酸酯在有机转化中的多功能性

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500459

Anna V. Listratova , Svetlana L. Chernikova , Angelina A. Sherchalova , Larisa N. Kulikova

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Benzo[d][1,3]Oxazine‐Assisted C─H Annulation of Arenes with Diarylacetylenes: Access to 3,4‐diarylisoquinolinones 苯并[d][1,3]恶嗪辅助芳烃与二芳基乙炔的C─H环接：制备3,4-二芳基异喹啉酮

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500225

P. Naveen Reddy , Kiran Aswale , Rajashaker Bantu , B. Sridhar , B. V. Subba Reddy

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New Synthetic Pathway with Improvements and Optoelectronic Applications of 3,5‐Dihexyl‐dithienothiophene (DTT) 3,5-二己基二噻吩（DTT）的改进合成新途径及光电应用

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.70154

Kun‐Hua Chiang , Meng‐De Wu , Prof. Dr. Kun‐Mu Lee , Prof. Dr. Ching‐Yuan Liu

{"title":"New Synthetic Pathway with Improvements and Optoelectronic Applications of 3,5‐Dihexyl‐dithienothiophene (DTT)","authors":"Kun‐Hua Chiang , Meng‐De Wu , Prof. Dr. Kun‐Mu Lee , Prof. Dr. Ching‐Yuan Liu","doi":"10.1002/ajoc.70154","DOIUrl":"10.1002/ajoc.70154","url":null,"abstract":"<div><div>A new synthetic route to 3,5‐dihexyl‐dithienothiophene (DTT) and related dithienoheteroaryls was reported. Unlike all existing approaches using costly sulfur‐supplying reagents (<em>S‐agent</em>), in this work inexpensive and readily available copper salt and elemental sulfur were employed as catalyst and <em>S‐agent</em> in the essential cyclization step, in which the reaction parameters were thoroughly optimized, giving targeted DTT in isolated yields up to 86%. Purification was not required after most of steps in this five‐step synthesis of dihexyl‐DTT. Gram‐scale synthesis of dihexyl‐DTT was also successfully achieved. Furthermore, π‐extension from DTT was facilely carried out either by direct C‐H/C‐Br couplings or the most succinct cross‐dehydrogenative C‐H/C‐H coupling reactions. The obtained oligoaryls <strong>KHC01</strong>–<strong>04</strong> were fabricated as effective hole‐transporting materials (HTM) for inverted perovskite solar cells (iPSC). Solar cell devices utilizing <strong>KHC03</strong> as HTM revealed promising power conversion efficiencies of up to 15.27%.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e70154"},"PeriodicalIF":2.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145317576","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}

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Carbon–Carbon/Heteroatom‐Centered Diradical Mediated Synthesis of Valuable Cyclic Motifs by EnT Catalyzed HAT Cyclization 碳-碳/杂原子中心双自由基介导的EnT催化HAT环化合成有价值的环状基序

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Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.70170

Nirbhik Chatterjee

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Photosulfonylation of Aryl Halides with Sodium Sulfinates Catalyzed by Heterogeneous Copper Polymers 非均相铜聚合物催化芳基卤化物与亚硫酸钠的光磺化反应

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI: 10.1002/ajoc.202500534

Lijie Chen , Zhengbin Yun , Weiwei Fang

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