Asian Journal of Organic Chemistry最新文献_第10页

Propelling Chan-Lam Cross-Coupling Through Photocatalysis and Electrocatalysis: An Update 通过光催化和电催化推进Chan-Lam交叉耦合：最新进展

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-07 DOI: 10.1002/ajoc.202500240

Rakhee Saikia, Utpal Bora

{"title":"Propelling Chan-Lam Cross-Coupling Through Photocatalysis and Electrocatalysis: An Update","authors":"Rakhee Saikia, Utpal Bora","doi":"10.1002/ajoc.202500240","DOIUrl":"10.1002/ajoc.202500240","url":null,"abstract":"Contemporary modes like photocatalysis and electrocatalysis can not only bring about transformations equivalent to the existing conventional Chan-Lam methodologies but are also compatible with traditionally difficult substrates, particularly electron-deficient aryl boronic acids. Transition metals like IrIII and RuII behave as single-electron oxidants under visible light. Primarily, photocatalyzed Chan-Lam reactions commences from the usual Cu/Ni-catalyzed Chan-Lam reaction mechanism. Simultaneously, the photocatalytic cycle gets initiated from a visible light induced MLCT to produce an excited metal-complex; which then undergoes SET to facilitate the final oxidation step from CuI → CuII of the mechanistic cycle. Photocatalysts can thus circumvent the need of external oxidants. Other interesting reaction mechanisms involving a proton coupled electron transfer (PCET) process, a photocatalytic-autocatalytic mechanism, a dual-photoexcitation mechanism are also discussed in this review. Heterogeneous catalysts with a suitable band-gap also behave as photocatalysts due to creation of electrons and holes on photoirradiation of the metal surface. On the other hand, electrocatalysis plays a significant role in refining the CuI generated during the reaction and thus grants an improved reaction side-product profile. Electrocatalyzed Chan-Lam reactions through the use of pulsed electrochemistry technique and redox mediators are also discussed in the review.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832802","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

Electro-Organic Synthesis of Heterocyclic Compounds 杂环化合物的电有机合成

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-07 DOI: 10.1002/ajoc.202500388

Chilumula Sushma, Rudraprasad Pramanik, Jayaveerapandiyan Barathkumar, Dr. Subbiah Nagarajan

{"title":"Electro-Organic Synthesis of Heterocyclic Compounds","authors":"Chilumula Sushma, Rudraprasad Pramanik, Jayaveerapandiyan Barathkumar, Dr. Subbiah Nagarajan","doi":"10.1002/ajoc.202500388","DOIUrl":"10.1002/ajoc.202500388","url":null,"abstract":"Heterocyclic chemistry, a subfield of organic chemistry, focuses on the synthesis, properties, and applications of organic heterocycles. Traditionally, heterocyclic compounds were synthesized using conventional methods for chemo-, regio-, and stereo-selective synthesis. However, electro-organic synthesis has emerged as a sustainable alternative, eliminating the need for hazardous oxidants, and reductants. Based on principles derived from physical chemistry, electrochemical reactions drive various organic and inorganic transformations. Among these methods, multicomponent reactions have garnered significant attention worldwide in academia and industry. This comprehensive review critically examines the electrochemical organic synthesis of nitrogen-, oxygen-, and sulfur-containing heterocycles, encompassing an array of pivotal transformations from 2018 onward. Specifically, these reactions include dehydrogenative C–H alkylation, C–S cross-coupling, C–H cycloamination, radical cation-mediated organic transformations, sulfonylation, arylation, alkylation, geminal difluorination, oxotrifluoromethylation, and (3 + 2) cycloaddition reactions. Furthermore, this appraisal highlights the synthesis of bioactive molecules derived from these heterocyclic compounds, which exhibit exceptional biological properties and demonstrate significant potential in pharmaceutical applications. Notably, these electrochemical reactions are conducted under remarkably mild conditions, utilizing eco-friendly solvents within an electrochemical cell, thereby rendering the processes environmentally sustainable and greener.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832845","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

Nitrogen Isotope Exchange (NIE): Opportunities and Challenges 氮同位素交换：机遇与挑战

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-06 DOI: 10.1002/ajoc.202400815

Guoqing Wang, Yanghao Yin, Prof. Dr. Minghao Feng

{"title":"Nitrogen Isotope Exchange (NIE): Opportunities and Challenges","authors":"Guoqing Wang, Yanghao Yin, Prof. Dr. Minghao Feng","doi":"10.1002/ajoc.202400815","DOIUrl":"10.1002/ajoc.202400815","url":null,"abstract":"Nitrogen atom extensively exists in pharmaceuticals, natural products, and functional materials. Nitrogen-14 is the most abundant isotope of nitrogen, while nitrogen-13 and nitrogen-15 are two other important isotopes. Compounds including nitrogen-13 or nitrogen-15 are widely applied in mechanism elucidation, SABRE-SHEATH technology, positron emission tomography (PET), and other scientific fields. Late-stage isotope exchange strategy has been proven to be an efficient solution in the preparation of hydrogen/carbon-labeled complex functional molecules. In recent years, a variety of nitrogen isotope exchange strategies have been developed for the isotope labeling of nitrogen-containing compounds such as amines, sulfonamides, cyanides, as well as nitrogen-containing heterocycles. These methods involve diverse chemical approaches such as transition-metal-catalysis, organocatalysis, ANORC (addition of nucleophile, ring opening, ring closing sequence), and so on. In this review, we summarized the works about nitrogen isotope exchange from 1994 to 2025, mainly including recent breakthroughs in the synthesis of nitrogen-isotope-labeled compounds. Moreover, the current limitations of nitrogen isotope exchange were also discussed.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832697","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 Optical Properties of Near-Ultraviolet-Emissive B─O-Containing Azaborines 近紫外发射含B─o氮杂硼的合成及其光学性质

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-05 DOI: 10.1002/ajoc.202500296

Peiyuan Yang, Hiroko Nomura, Masakazu Nagata, Naoya Takano, Erika Watanabe, Hiroki Fukumoto, Masato Morita, Takuma Yasuda, Tomohiro Agou

引用次数: 0

Nickel-Catalyzed Carbonylative Cross-Electrophile Aryl Alkyl Ketones Synthesis with CO2 as a CO Surrogate 镍催化羰基化交亲电芳烷基酮的合成

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-05 DOI: 10.1002/ajoc.202500247

Meijuan Lin, Li Wei, Yubing Zhou, Huanfeng Jiang, Chaorong Qi

引用次数: 0

AIBN-Mediated Radical Cascade Synthesis of Maleimide-Fused Thiochromenes aibn介导的马来酰亚胺融合硫代铬的自由基级联合成

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-04 DOI: 10.1002/ajoc.202500480

Jatin Sinhmar, Jaswant Kumar, Deepak Sharma, Solaim, Prof. Pankaj Chauhan

引用次数: 0

Donor–Acceptor Segregated π-Conjugated Oligomers with Through-Bond and Through-Space Interactions 具有全键和全空间相互作用的供体-受体分离π共轭低聚物

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-04 DOI: 10.1002/ajoc.202500397

Prof. Dr. Masayoshi Takase, Yuki Sugawara, Prof. Dr. Tohru Nishinaga

{"title":"Donor–Acceptor Segregated π-Conjugated Oligomers with Through-Bond and Through-Space Interactions","authors":"Prof. Dr. Masayoshi Takase, Yuki Sugawara, Prof. Dr. Tohru Nishinaga","doi":"10.1002/ajoc.202500397","DOIUrl":"10.1002/ajoc.202500397","url":null,"abstract":"This study reports the synthesis, structural characterization, and physical properties of D–A segregated π-conjugated oligomers. Traditional D–A segregated structures are often achieved in solid states as co-crystals or supramolecular assemblies, making precise structural control challenging. Here, we developed novel π-conjugated oligomers with naphthobipyrrole as the donor and stacked fluoroarenes as the acceptor. Single-crystal X-ray analysis and NMR measurements confirmed the orthogonal arrangement of D and A moieties. DFT calculations revealed that the HOMO is delocalized on the naphthobipyrrole unit, while the LUMO is localized on the stacked fluoroarene moiety. Variable-temperature NMR spectroscopy demonstrated rotational motion of the naphthobipyrrole units, with an estimated energy barrier of 9–10 kcal/mol. Absorption and electrochemical measurements showed that oligomerization leads to an increase in the HOMO energy level and a decrease in the LUMO energy level, narrowing the HOMO–LUMO gap. These results indicate that oligomerization effectively maintains the D–A segregated electronic structure while extending π-conjugation. This study provides valuable insights for designing single-molecule conductors and contributes to future advancements in molecular electronics.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832436","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

Alcohols in the Synthesis of Bis(indolyl)methanes and C3-Alkylated Indoles: Recent Advances and Challenges in Homogeneous Catalysis 合成双（吲哚基）甲烷和c3 -烷基吲哚的醇类：均相催化的最新进展和挑战

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-06-04 DOI: 10.1002/ajoc.202500313

Sandip Bapu Khatal, Rahul Daga Patil, Sanjay Pratihar

{"title":"Alcohols in the Synthesis of Bis(indolyl)methanes and C3-Alkylated Indoles: Recent Advances and Challenges in Homogeneous Catalysis","authors":"Sandip Bapu Khatal, Rahul Daga Patil, Sanjay Pratihar","doi":"10.1002/ajoc.202500313","DOIUrl":"10.1002/ajoc.202500313","url":null,"abstract":"Bis(indolyl)methanes (BIMs) and C3-alkylated indole derivatives are crucial scaffolds in bioactive natural products and pharmaceuticals. However, traditional synthetic methods often rely on hazardous reagents, generating waste, and necessitating greener alternatives. In recent years, transition metal-catalyzed borrowing hydrogen (BH) and interrupted borrowing hydrogen (IBH) strategies have emerged as sustainable, atom- and step-economic approaches for C─C and C─heteroatom bond formation using alcohols as alkylating agents. This review explores recent advances in the homogeneous catalytic synthesis of BIMs and C3-alkylated indoles, focusing on transition and earth-abundant metal catalysts that leverage BH, acceptorless dehydrogenative coupling (ADC), and metal-ligand cooperative (MLC) strategies. We discuss key catalytic systems, emphasizing their efficiency, regioselectivity, functional group tolerance, and mechanistic insights. Furthermore, we highlight the role of alcohols as renewable and versatile alkylating agents, underscoring their impact on sustainable synthesis. Finally, we discuss future catalyst design and industrial applications, highlighting the practical importance of these methods in industry.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832435","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 5-Arylselenyluracils via Bromide-Catalyzed Selective C(sp2)-H Selenylation of Uracils 溴催化选择性C(sp2)-H硒化合成5-芳基硒化尿嘧啶

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-05-28 DOI: 10.1002/ajoc.202500415

Zhouting Zeng, Feng Zhao, Huaixin Wei, Mingming Yu, Jinhui Cai

引用次数: 0

Enantiopure Chiral Crystals: A Powerful Tool for Absolute Asymmetric Synthesis 对映纯手性晶体：绝对不对称合成的有力工具

IF 2.7 4区化学

Asian Journal of Organic Chemistry Pub Date : 2025-05-28 DOI: 10.1002/ajoc.202500267

Jiacheng Li, Dr. Valérie Alezra

引用次数: 0