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SnX2 Promoted Cyclization of β‐Nitro‐β,γ‐unsaturated Ketones Into 3‐(2‐Haloalkyl)‐5‐aryl Isoxazoles SnX2促进β-硝基-β，γ-不饱和酮环化成3-（2-卤代烷基）-5-芳基异恶唑
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500076
Muhammad Ehtisham Ibraheem Khan , Lu Wang , Dr. Benedetta Bassetti , Prof. Dr. Marino Petrini , Prof. Dr. Alessandro Palmieri
{"title":"SnX2 Promoted Cyclization of β‐Nitro‐β,γ‐unsaturated Ketones Into 3‐(2‐Haloalkyl)‐5‐aryl Isoxazoles","authors":"Muhammad Ehtisham Ibraheem Khan ,&nbsp;Lu Wang ,&nbsp;Dr. Benedetta Bassetti ,&nbsp;Prof. Dr. Marino Petrini ,&nbsp;Prof. Dr. Alessandro Palmieri","doi":"10.1002/ajoc.202500076","DOIUrl":"10.1002/ajoc.202500076","url":null,"abstract":"<div><div>Herein we report an easy and fruitful methods to synthesize 3‐(2‐haloalkyl)‐5‐aryl isoxazoles starting from <em>β</em>‐nitro‐β,γ‐unsaturated ketones. The reaction was promoted by the presence of tin (II) chloride or bromide and products were obtained in good yields and in short reaction time. Moreover, we extended our methodology to flow chemical conditions, and we also tested the usefulness of halogenated isoxazoles to obtain amino and ether derivatives.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500076"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144291804","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
Catalyst‐Free Nitrative Dearomatization of 2‐Naphthols with tert‐Butyl Nitrite through Radical Coupling 2-萘酚与亚硝酸盐叔丁基自由基偶联无催化剂硝化脱芳
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500027
Xin‐Ru Li , Le Zhang , Zhi‐Keng Lin , Prof. Bin‐Miao Yang
{"title":"Catalyst‐Free Nitrative Dearomatization of 2‐Naphthols with tert‐Butyl Nitrite through Radical Coupling","authors":"Xin‐Ru Li ,&nbsp;Le Zhang ,&nbsp;Zhi‐Keng Lin ,&nbsp;Prof. Bin‐Miao Yang","doi":"10.1002/ajoc.202500027","DOIUrl":"10.1002/ajoc.202500027","url":null,"abstract":"<div><div>An efficient and direct approach of dearomatizing nitration of <em>α</em>‐substituted <em>β</em>‐naphthols with <em>tert</em>‐butyl nitrite has been successfully developed under mild conditions. This innovative catalyst‐free method enables the synthesis of cyclic ketones featuring an all‐substituted carbon center in good yields. The mechanistic studies indicate that the formation of the C─N bond is achieved through radical–radical coupling.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500027"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292141","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
Advances in the Chemical Transformations Involving Nitroalkenes Embedded in Heterocyclic Framework 硝基烯嵌入杂环骨架的化学转化研究进展
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500140
Mukesh Kumar , Mritunjay , Sandeep Kumar , Ankush Gupta , Shubham Sharma , Pushpinder Singh , Akshay Kumar
{"title":"Advances in the Chemical Transformations Involving Nitroalkenes Embedded in Heterocyclic Framework","authors":"Mukesh Kumar ,&nbsp;Mritunjay ,&nbsp;Sandeep Kumar ,&nbsp;Ankush Gupta ,&nbsp;Shubham Sharma ,&nbsp;Pushpinder Singh ,&nbsp;Akshay Kumar","doi":"10.1002/ajoc.202500140","DOIUrl":"10.1002/ajoc.202500140","url":null,"abstract":"<div><div>Nitroalkenes embedded in the heterocyclic framework have been utilized in versatile building blocks towards synthesis of diverse molecular skeletons. The combination of heterocyclic motifs and the nitroalkene functionality provides a unique reactivity which leads to the synthesis of bioactive complex molecules. In the recent past, synthetic methodologies, strategic applications of nitro(hetero)arenes have been discussed in this review and their significance in the development of novel organic transformations have been highlighted.\u0000</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500140"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292096","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
Air‐Stable Radical Ion Pairs Formed from 20π‐Electron 5,15‐Diazaporphyrinoids and Tetracyanoquinodimethane Derivatives 20π电子5,15-二氮卟啉和四氰喹诺二甲烷衍生物形成的空气稳定自由基离子对
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500312
Sae Ohtani , Momo Kaneko , Yuki Shimizu , Prof. Dr. Mao Minoura , Prof. Dr. Ko Furukawa , Prof. Dr. Yoshihiro Matano
{"title":"Air‐Stable Radical Ion Pairs Formed from 20π‐Electron 5,15‐Diazaporphyrinoids and Tetracyanoquinodimethane Derivatives","authors":"Sae Ohtani ,&nbsp;Momo Kaneko ,&nbsp;Yuki Shimizu ,&nbsp;Prof. Dr. Mao Minoura ,&nbsp;Prof. Dr. Ko Furukawa ,&nbsp;Prof. Dr. Yoshihiro Matano","doi":"10.1002/ajoc.202500312","DOIUrl":"10.1002/ajoc.202500312","url":null,"abstract":"<div><div>With the aim of exploring 5,15‐diazaporphyrinoids with four <em>meso</em> substituents (R<sub>4</sub>DAP) as a new class of π‐electron donors, the generation of air‐stable π‐radical ion pairs formed from R<sub>4</sub>DAP and 7,7,8,8‐tetracyanoquinodimethane (TCNQ) derivatives has been demonstrated. Nickel(II) and copper(II) complexes of the 20π‐electron antiaromatic R<sub>4</sub>DAP (R<sub>4</sub>DAPM; M = Ni, Cu) were prepared via a metal‐templated cyclization method and used for the reaction with TCNQ. Single electron transfer from R<sub>4</sub>DAPM to TCNQ spontaneously occurred in CH<sub>2</sub>Cl<sub>2</sub> at room temperature to afford the corresponding radical ion pair, [R<sub>4</sub>DAPM<sup>•+</sup>][TCNQ<sup>•−</sup>]. Similarly, R<sub>4</sub>DAPNi reacted with 2,3,5,6‐tetrafluoro‐TCNQ (F<sub>4</sub>TCNQ) to afford [R<sub>4</sub>DAPNi<sup>•+</sup>][F<sub>4</sub>TCNQ<sup>•−</sup>]. The absorption spectra of [R<sub>4</sub>DAPM<sup>•+</sup>][TCNQ<sup>•−</sup>] in the visible–near IR region were almost identical to the superposed spectra of the independently prepared cation‐ and anion‐radical references, indicating negligible π─π orbital interaction between the two radical ions in solution. However, the electron paramagnetic resonance spectrum of [R<sub>4</sub>DAPNi<sup>•+</sup>][F<sub>4</sub>TCNQ<sup>•−</sup>] in CH<sub>2</sub>Cl<sub>2</sub> showed a broad signal attributable to the coupled spin state, suggesting the definite contribution of spin–spin interaction between the two ion‐paired radicals. The results of this study provide valuable information for understanding the fundamental properties of π‐radical ion pairs.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500312"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292499","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
Microwave‐Assisted Synthesis of Trifluoromethylated Amino‐Pyrimidines: Exploring EGFR and HER2 Therapeutic Potential with In Silico Docking 微波辅助合成三氟甲基化氨基嘧啶：利用硅对接探索EGFR和HER2的治疗潜力
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202400809
Dr. Poonam Kumari , Dr. Gunjan , Dr. Nishtha Bhagat , Dr. Sunita Bhagat
{"title":"Microwave‐Assisted Synthesis of Trifluoromethylated Amino‐Pyrimidines: Exploring EGFR and HER2 Therapeutic Potential with In Silico Docking","authors":"Dr. Poonam Kumari ,&nbsp;Dr. Gunjan ,&nbsp;Dr. Nishtha Bhagat ,&nbsp;Dr. Sunita Bhagat","doi":"10.1002/ajoc.202400809","DOIUrl":"10.1002/ajoc.202400809","url":null,"abstract":"<div><div>Microwave‐assisted (MW) synthesis has emerged as a pivotal advancement in synthetic chemistry, offering accelerated reaction rates, higher yields, and improved product purities under milder conditions. In this study, we synthesized a series of trifluoromethylated pyrimidine derivatives using MW‐aided techniques and evaluated their potential as dual inhibitors of EGFR (Epidermal Growth Factor Receptor) and HER2 (Human Epidermal Growth Factor Receptor‐2). Molecular docking studies were conducted to assess the binding affinities and hydrogen bonding interactions of the synthesized compounds with EGFR and HER2. Notably, compounds 6b, 6d, 6e, and 6m demonstrated strong binding affinities with EGFR (−8.2 to −8.5 kcal/mol), while compounds 6b, 6d, 6e, and 6f showed similar affinities with HER2 (−7.5 to −8.3 kcal/mol). These results are comparable to or better than the affinities of known chemotherapy drugs, such as erlotinib, neratinib, and TAK‐285. Our findings indicate that the designed trifluoromethylated pyrimidines have significant potential as multitarget inhibitors, which may lead to the development of more effective therapeutic agents for breast cancer treatment. Further biological evaluations are warranted to explore their full therapeutic potential.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202400809"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292756","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 Indoline Fused 1,3‐Diazepines via C−H Activation‐Initiated Cascade Reactions of Indolin‐1‐yl(aryl)methanimines with Pyridotriazoles as Safe Carbene Precursors 吲哚-1-基（芳基）甲亚胺与吡多三唑的C−H活化级联反应合成吲哚啉融合1,3-二氮卓类化合物
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500346
Xing He , Kangli Liu , Hong Jiang , Haiyun Xu , Yuqin Jiang , Xinying Zhang , Xuesen Fan
{"title":"Synthesis of Indoline Fused 1,3‐Diazepines via C−H Activation‐Initiated Cascade Reactions of Indolin‐1‐yl(aryl)methanimines with Pyridotriazoles as Safe Carbene Precursors","authors":"Xing He ,&nbsp;Kangli Liu ,&nbsp;Hong Jiang ,&nbsp;Haiyun Xu ,&nbsp;Yuqin Jiang ,&nbsp;Xinying Zhang ,&nbsp;Xuesen Fan","doi":"10.1002/ajoc.202500346","DOIUrl":"10.1002/ajoc.202500346","url":null,"abstract":"<div><div>The search and use of diazo surrogates as safer carbene precursors constitute an important task among the synthetic community. Presented herein is a concise and robust synthesis of indoline fused 1,3‐diazepines via the cascade reactions of indolin‐1‐yl(aryl)methanimines with pyridotriazoles as safe alternative carbene precursors. With this method, 43 diazepine derivatives were prepared in up to 80% yield. Preliminary mechanism studies showed that the formation of product involves a cascade process including C─H bond metallation, carbene formation, migratory insertion, and intramolecular condensation. With merits such as safe and easy‐to‐handle carbene precursor, good compatibility with diverse functional groups, high atom‐economy, and ready scalability, this synthetic strategy has the potential to be applied in related areas.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500346"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144291803","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
Cs2CO3‐Promoted aza‐Michael Addition of (E)‐β‐Iodovinyl Sulfones with 5‐Amino‐1H‐pyrazole‐4‐carbaldehydes and Anthranilic Acids/Amides: Synthesis of 5‐Sulfonylpyrazolo[3,4‐b]pyridines and 3‐Sulfonyl‐4‐quinolones (E)-β-碘乙烯基砜与5-氨基- 1h -吡唑-4-乙醛和邻氨基苯甲酸/酰胺加成：5-磺酰基吡唑[3,4-b]吡啶和3-磺酰基-4-喹诺酮的合成
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202400778
Bhanu Prasad Banda , Dr. Nagaraju Medishetti , Jagadeesh Babu Nanubolu , Dr. Krishnaiah Atmakur
{"title":"Cs2CO3‐Promoted aza‐Michael Addition of (E)‐β‐Iodovinyl Sulfones with 5‐Amino‐1H‐pyrazole‐4‐carbaldehydes and Anthranilic Acids/Amides: Synthesis of 5‐Sulfonylpyrazolo[3,4‐b]pyridines and 3‐Sulfonyl‐4‐quinolones","authors":"Bhanu Prasad Banda ,&nbsp;Dr. Nagaraju Medishetti ,&nbsp;Jagadeesh Babu Nanubolu ,&nbsp;Dr. Krishnaiah Atmakur","doi":"10.1002/ajoc.202400778","DOIUrl":"10.1002/ajoc.202400778","url":null,"abstract":"<div><div>Metal‐free tandem synthesis of 5‐sulfonyl‐pyrazolo[3,4‐<em>b</em>]pyridines and 3‐sulfonyl‐4‐quinolones is accomplished by reacting 5‐amino‐1<em>H</em>‐pyrazole‐4‐carbaldehydes/carboxylic acids and anthranilic acids/amides independently with (<em>E</em>)‐<em>β</em>‐iodovinyl sulfones in presence of Cs<sub>2</sub>CO<sub>3</sub> involving [4+2] cycloaddition. The reaction proceeds via an aza‐Michael addition followed by intramolecular cyclization forming a new C─N and C─C bonds. This is the first protocol to synthesize title products using (<em>E</em>)‐<em>β</em>‐iodovinyl sulfones as a key synthon.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202400778"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144291925","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
Electrochemical Cross‐Coupling Reactions 电化学交叉偶联反应
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500324
Anil Balajirao Dapkekar , Jakkula Naveen , Gedu Satyanarayana
{"title":"Electrochemical Cross‐Coupling Reactions","authors":"Anil Balajirao Dapkekar ,&nbsp;Jakkula Naveen ,&nbsp;Gedu Satyanarayana","doi":"10.1002/ajoc.202500324","DOIUrl":"10.1002/ajoc.202500324","url":null,"abstract":"<div><div>The last few decades have seen an increase in the significance of green and sustainable synthetic processes for the synthesis of fine chemicals in an attempt to minimize the consumption of fossil fuels and other limited resources. Electrical power offers a cost‐effective, eco‐friendly, and intrinsically safe alternative to conventional reagents for creating new synthetic pathways. In this regard, in recent years, there has been a rapid advancement in the field of electrochemically cross‐coupling reactions. Therefore, this review aims to give a thorough overview of synthetic approaches concentrating on processes that bring new conceptual advancements and the present state of mechanistic understanding, as well as attempts to provide an overview of the area from the past two years (From March 2023 to Jan 2025). Sections are divided according to the kind of bond being constructed, such as C−C bond formation, C−X (hetero), and X−Y (hetero–hetero) bond formation. This instructional review aims to advance the fields of electrochemistry, radical chemistry, and oxidative/reductive cross‐coupling reactions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500324"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292400","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
NHC‐Catalyzed Remote γ,δ–Protonation and Formal [3+3] Annulation to Access Functionalized Dihydropyridinones nhc催化远端γ、δ -质子化和正构[3+3]环化制备功能化二氢吡啶酮
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202400734
Chengxian Yang , Ao Pan , Jing Qi , Mengdie Dong , Binghao Liu , Xiao‐Yong Duan
{"title":"NHC‐Catalyzed Remote γ,δ–Protonation and Formal [3+3] Annulation to Access Functionalized Dihydropyridinones","authors":"Chengxian Yang ,&nbsp;Ao Pan ,&nbsp;Jing Qi ,&nbsp;Mengdie Dong ,&nbsp;Binghao Liu ,&nbsp;Xiao‐Yong Duan","doi":"10.1002/ajoc.202400734","DOIUrl":"10.1002/ajoc.202400734","url":null,"abstract":"<div><div>We have developed an <em>N</em>‐heterocyclic carbene (NHC)‐catalyzed [3+3] annulation of α,β−γ,δ‐unsaturated aldehydes with enamines for the asymmetric synthesis of dihydropyridinone that bearing an all‐carbon quaternary center. This strategy proceeding via the NHC‐mediated γ,δ–protonation of α,β−γ,δ−unsaturated aldehydes, followed by an asymmetric [3+3] cycloadditions. This protocol delivers a wide range of substituited dihydropyridinones in good yields with excellent enantioselectivities.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202400734"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292423","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 γ,γ‐Difluoroallylic Ketones by Base‐Promoted Formal Three‐Component Carbonylative Coupling Using TosMIC as a CO Source 以TosMIC为CO源，碱促进三组分羰基化偶联合成γ，γ-二氟烯丙基酮
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-01 DOI: 10.1002/ajoc.202500164
Dong Ma , Hongtai Huang , Xinfen Wu , Yubo Jiang , Tiebo Xiao
{"title":"Synthesis of γ,γ‐Difluoroallylic Ketones by Base‐Promoted Formal Three‐Component Carbonylative Coupling Using TosMIC as a CO Source","authors":"Dong Ma ,&nbsp;Hongtai Huang ,&nbsp;Xinfen Wu ,&nbsp;Yubo Jiang ,&nbsp;Tiebo Xiao","doi":"10.1002/ajoc.202500164","DOIUrl":"10.1002/ajoc.202500164","url":null,"abstract":"<div><div>A base‐promoted three‐component carbonylative coupling reaction involving α‐trifluoromethyl styrenes, TosMIC, and alkyl halides is declared. TosMIC is utilized as a commercially available CO source in this strategy. A series of γ, γ‐difluoroallylic ketones were synthesized in moderate to good yields by this strategy. When allyl bromide is used as the halide, the formal 1,3‐Ts migration product is obtained. The good functional group tolerance, broad substrate scope, and simple operation demonstrate the universality and practicality of the method. The <sup>18</sup>O labeling experiment demonstrated that the oxygen atom in the carbonyl group originated from water.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 6","pages":"Article e202500164"},"PeriodicalIF":2.8,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144292607","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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