The 3‐spirooxindole scaffolds play important roles in medical and biological research of many marketed drugs and natural products. In this study, we report the single‐carbon‐atom skeletal editing of pyrazolidinones by employing a Rh(II)‐catalyzed one‐carbon insertion and [5 + 1] ring expansion strategy with diazoindolinones as the carbene precursors, providing a series of 5“,6”‐dihydro spiro[indoline‐3,2“‐pyrimidine]‐2,4”‐diones. This protocol exhibits a broad functional group tolerance, mild reaction conditions, simple operation, and excellent atom economy. Moreover, diazoindolinones are demonstrated to be able to edit N─N bond and provide N‐heterocycle 3‐spirooxindole derivatives, which have a dinitrogen substituted quaternary carbon center, broadening their synthetic application prospects.
{"title":"Rh(II)‐Catalyzed Single‐Carbon‐Atom Skeletal Editing of Pyrazolidinones with Diazoindolinones for the Synthesis of 3‐Spirooxindoles","authors":"Meng Chen , Yingzhi Peng , Danhong Hu","doi":"10.1002/ajoc.202500454","DOIUrl":"10.1002/ajoc.202500454","url":null,"abstract":"<div><div>The 3‐spirooxindole scaffolds play important roles in medical and biological research of many marketed drugs and natural products. In this study, we report the single‐carbon‐atom skeletal editing of pyrazolidinones by employing a Rh(II)‐catalyzed one‐carbon insertion and [5 + 1] ring expansion strategy with diazoindolinones as the carbene precursors, providing a series of 5“,6”‐dihydro spiro[indoline‐3,2“‐pyrimidine]‐2,4”‐diones. This protocol exhibits a broad functional group tolerance, mild reaction conditions, simple operation, and excellent atom economy. Moreover, diazoindolinones are demonstrated to be able to edit N─N bond and provide <em>N</em>‐heterocycle 3‐spirooxindole derivatives, which have a dinitrogen substituted quaternary carbon center, broadening their synthetic application prospects.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e00454"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500846","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}
José Manuel Botubol‐Ares , Natalia Castillo‐Ruiz , Isidro G. Collado , María Jesús Durán‐Peña , Rosario Hernández‐Galán
A novel methodology for the direct gem‐dimethylcyclopropanation of a series of acyclic and cyclic primary and secondary allylic alcohols is herein described. The reaction proceeds in a regio‐, chemo‐, and stereoselective manner, affording the corresponding gem‐dimethylcyclopropane derivatives in moderate yields. We postulate that an alkylidene titanocene, generated in situ from sub‐stoichiometric amounts of low‐valent titanium species, Mg and 2,2‐dichloropropane under mild reaction conditions, serves as the active species. The scope, limitations and a plausible mechanism of this metal‐promoted transformation are also presented.
{"title":"Highly Stereoselective Gem‐Dimethylcyclopropanation of Allylic Alcohols Promoted by Alkylidene Titanocenes","authors":"José Manuel Botubol‐Ares , Natalia Castillo‐Ruiz , Isidro G. Collado , María Jesús Durán‐Peña , Rosario Hernández‐Galán","doi":"10.1002/ajoc.202500606","DOIUrl":"10.1002/ajoc.202500606","url":null,"abstract":"<div><div>A novel methodology for the direct <em>gem</em>‐dimethylcyclopropanation of a series of acyclic and cyclic primary and secondary allylic alcohols is herein described. The reaction proceeds in a regio‐, chemo‐, and stereoselective manner, affording the corresponding <em>gem</em>‐dimethylcyclopropane derivatives in moderate yields. We postulate that an alkylidene titanocene, generated in situ from sub‐stoichiometric amounts of low‐valent titanium species, Mg and 2,2‐dichloropropane under mild reaction conditions, serves as the active species. The scope, limitations and a plausible mechanism of this metal‐promoted transformation are also presented.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e00606"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500865","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}
Dipak B. Deokar , Vaijayanthi Kshir Sagar , Y. Bhargav Kumar , Yarasi Soujanya , Balasubramanian Sridhar , Pravin R. Likhar
We present a convenient one‐pot synthesis of ethers using alkynols as the sole starting material. This method yields various ether derivatives through a Pd/Ag catalytic system, achieving good to excellent yields. The reaction occurs silver‐coordinated intermediate of 4‐hydroxy‐1‐arylbutan‐1‐one, ultimately leading to the formation of symmetrical ethers. This approach emphasizes the synergistic effect of Pd/Ag‐catalyzed transformations in producing symmetrical ether products. The detailed reaction mechanism was thoroughly investigated using density functional theory studies.
{"title":"Pd/Ag‐Catalyzed Cascade Reaction of Alkynol Homocoupling: Access to Symmetrical Ethers","authors":"Dipak B. Deokar , Vaijayanthi Kshir Sagar , Y. Bhargav Kumar , Yarasi Soujanya , Balasubramanian Sridhar , Pravin R. Likhar","doi":"10.1002/ajoc.70203","DOIUrl":"10.1002/ajoc.70203","url":null,"abstract":"<div><div>We present a convenient one‐pot synthesis of ethers using alkynols as the sole starting material. This method yields various ether derivatives through a Pd/Ag catalytic system, achieving good to excellent yields. The reaction occurs silver‐coordinated intermediate of 4‐hydroxy‐1‐arylbutan‐1‐one, ultimately leading to the formation of symmetrical ethers. This approach emphasizes the synergistic effect of Pd/Ag‐catalyzed transformations in producing symmetrical ether products. The detailed reaction mechanism was thoroughly investigated using density functional theory studies.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e70203"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500866","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}
Nobuki Katayama , Akihiro Marutani , Masatoshi Safumi , Keiko Uchida , Prof. Dr. Takeyuki Suzuki , Prof. Dr. Yasushi Obora
To efficiently synthesize hydroxynitriles, arylacetonitriles were selectively α‐monoalkylated with diols, catalyzed using N,N‐dimethylformamide‐stabilized ruthenium nanoparticles (NPs). The Ru NPs were stable in air and moisture and possessed high catalytic activity and selectivity, even at loadings as low as 0.3 mol%, without requiring the use of strong bases. The results of the control experiments suggested that excess diol enhanced the Ru NPs’ catalytic activity and that the reaction mechanism involved dehydrogenation, condensation, and hydrogenation pathways.
{"title":"Synthesis of Hydroxynitriles by N,N‐Dimethylformamide‐Stabilized Ruthenium Nanoparticles‐Catalyzed α‐Alkylation of Arylacetonitriles with Diols","authors":"Nobuki Katayama , Akihiro Marutani , Masatoshi Safumi , Keiko Uchida , Prof. Dr. Takeyuki Suzuki , Prof. Dr. Yasushi Obora","doi":"10.1002/ajoc.202500610","DOIUrl":"10.1002/ajoc.202500610","url":null,"abstract":"<div><div>To efficiently synthesize hydroxynitriles, arylacetonitriles were selectively α‐monoalkylated with diols, catalyzed using <em>N</em>,<em>N</em>‐dimethylformamide‐stabilized ruthenium nanoparticles (NPs). The Ru NPs were stable in air and moisture and possessed high catalytic activity and selectivity, even at loadings as low as 0.3 mol%, without requiring the use of strong bases. The results of the control experiments suggested that excess diol enhanced the Ru NPs’ catalytic activity and that the reaction mechanism involved dehydrogenation, condensation, and hydrogenation pathways.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e00610"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500797","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}
Radical cascade cyclization reactions are widely employed in the synthesis of functionalized heterocycles due to their numerous advantages. This review carefully compiles and analyzes recent advancements in the construction of 2‐functionalized thioflavones through radical cascade cyclization reactions, emphasizing their potential and versatility in generating a range of valuable thioflavone products. These strategies enable the efficient synthesis of diverse 2‐functionalized thioflavones via heat‐ or light‐promoted reactions using methylthiolated alkynones as the acceptor substrate. In this review, we aim to provide a thorough overview of the state‐of‐the‐art approaches by exploring the mechanisms and scope of these reactions, while serving as a vital reference for future research and industrial applications in thioflavones synthesis.
{"title":"Recent Applications of Radical Cascade Cyclization in the Synthesis of 2‐Functionalized Thioflavones","authors":"Jia‐Nan Chen , Yanli Yin , Fan‐Lin Zeng , Teck‐Peng Loh","doi":"10.1002/ajoc.70182","DOIUrl":"10.1002/ajoc.70182","url":null,"abstract":"<div><div>Radical cascade cyclization reactions are widely employed in the synthesis of functionalized heterocycles due to their numerous advantages. This review carefully compiles and analyzes recent advancements in the construction of 2‐functionalized thioflavones through radical cascade cyclization reactions, emphasizing their potential and versatility in generating a range of valuable thioflavone products. These strategies enable the efficient synthesis of diverse 2‐functionalized thioflavones via heat‐ or light‐promoted reactions using methylthiolated alkynones as the acceptor substrate. In this review, we aim to provide a thorough overview of the state‐of‐the‐art approaches by exploring the mechanisms and scope of these reactions, while serving as a vital reference for future research and industrial applications in thioflavones synthesis.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e70182"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500893","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}
A metal‐free strategy for the preparation of trifluoromethyl‐substituted tetrazoles via KI/TBHP‐mediated oxidative annulation of readily available trifluoroacetimidohydrazides (TFAIHs) and nitromethane has been disclosed. In this transformation, CH3NO2 is applied as both the inexpensive nitrogen synthon and reaction solvent, providing a straightforward access to a library of functionalized tetrazoles in moderate to good yields. Two plausible reaction pathways have been proposed on the basis of the preliminary mechanistic observations. The reaction could be scaled up to a 5 mmol scale and be applied to synthesize the key skeleton of GR205771, which is an orally active antiemetic NK1 receptor antagonist.
{"title":"Synthesis of Trifluoromethyl‐Substituted Tetrazoles via KI/TBHP‐Mediated Oxidative Annulation of Trifluoroacetimidohydrazides and Nitromethane","authors":"Jian Chen , Zijian Wang , Zhengkai Chen","doi":"10.1002/ajoc.70204","DOIUrl":"10.1002/ajoc.70204","url":null,"abstract":"<div><div>A metal‐free strategy for the preparation of trifluoromethyl‐substituted tetrazoles via KI/TBHP‐mediated oxidative annulation of readily available trifluoroacetimidohydrazides (TFAIHs) and nitromethane has been disclosed. In this transformation, CH<sub>3</sub>NO<sub>2</sub> is applied as both the inexpensive nitrogen synthon and reaction solvent, providing a straightforward access to a library of functionalized tetrazoles in moderate to good yields. Two plausible reaction pathways have been proposed on the basis of the preliminary mechanistic observations. The reaction could be scaled up to a 5 mmol scale and be applied to synthesize the key skeleton of GR205771, which is an orally active antiemetic NK<sub>1</sub> receptor antagonist.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e70204"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145501109","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}
Xiaoai Liu , Songyi Gao , Chao Peng , Yu Xiong , Ye Guo , Ming Lang , Shiyong Peng
Herein, we have developed a catalytic (6 + 1) annulation of diazooxindoles with hexahydropyrimidines under rhodium or copper catalysis. This strategy offers a general and efficient method for constructing pharmacologically relevant 1,4‐diazepane‐spirooxindole frameworks in moderate to excellent yields. Diverse synthetic transformations of the obtained products have also been achieved to obtain more complex and even drug‐like spirooxindoles, demonstrating the broad synthetic utility of this approach.
{"title":"Synthesis of Novel 1,4‐Diazepane‐Spirooxindole Frameworks via Catalytic (6 + 1) Annulation of Diazooxindoles with Hexahydropyrimidines","authors":"Xiaoai Liu , Songyi Gao , Chao Peng , Yu Xiong , Ye Guo , Ming Lang , Shiyong Peng","doi":"10.1002/ajoc.202500587","DOIUrl":"10.1002/ajoc.202500587","url":null,"abstract":"<div><div>Herein, we have developed a catalytic (6 + 1) annulation of diazooxindoles with hexahydropyrimidines under rhodium or copper catalysis. This strategy offers a general and efficient method for constructing pharmacologically relevant 1,4‐diazepane‐spirooxindole frameworks in moderate to excellent yields. Diverse synthetic transformations of the obtained products have also been achieved to obtain more complex and even drug‐like spirooxindoles, demonstrating the broad synthetic utility of this approach.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e00587"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145500841","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}
Assoc. Prof. Junjiao Wang , Xiujuan Zhao , Yinzhu Wang , Yang Li , Kaijian Zhu , Na Wang , Prof. Danfeng Huang , Assoc. Prof. Ke‐Hu Wang , Prof. Yulai Hu
A novel method for synthesizing fully substituted 2‐trifluoromethylthiazoles is reported, achieving yields up to 94% via trifluoroacetic acid (TFA)‐mediated intermolecular cyclization of α‐mercapto ketones with trifluoromethyl N‐acylhydrazones under mild, open‐flask conditions. This reaction involves cleavage of the N–N bond in the acylhydrazone moiety, and efficiently constructs dual carbon‐heteroatom bonds of C─N and C─S in one step. The protocol features broad substrate scope, operational simplicity, and scalability, as demonstrated by a gram‐scale synthesis.
{"title":"Trifluoroacetic Acid‐Mediated Cyclization of α‐Mercapto Ketones with Trifluoromethyl N‐Acylhydrazones for the Synthesis of 2‐Trifluoromethylthiazole Derivatives","authors":"Assoc. Prof. Junjiao Wang , Xiujuan Zhao , Yinzhu Wang , Yang Li , Kaijian Zhu , Na Wang , Prof. Danfeng Huang , Assoc. Prof. Ke‐Hu Wang , Prof. Yulai Hu","doi":"10.1002/ajoc.70213","DOIUrl":"10.1002/ajoc.70213","url":null,"abstract":"<div><div>A novel method for synthesizing fully substituted 2‐trifluoromethylthiazoles is reported, achieving yields up to 94% via trifluoroacetic acid (TFA)‐mediated intermolecular cyclization of α‐mercapto ketones with trifluoromethyl <em>N</em>‐acylhydrazones under mild, open‐flask conditions. This reaction involves cleavage of the N–N bond in the acylhydrazone moiety, and efficiently constructs dual carbon‐heteroatom bonds of C─N and C─S in one step. The protocol features broad substrate scope, operational simplicity, and scalability, as demonstrated by a gram‐scale synthesis.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e70213"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145501007","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}
Yong Qiang Wan , Shi Lin Zhang , Yang‐Yang Zhang , Zeng Yuan Li , Xinyi Shi , Prof. John F. Gallagher , Prof. Jun Li , Prof. Pavle Mocilac
In our quest for novel An/Ln separating ligands, we have synthesized a heterocyclic precursor based on phenanthroline and identified it as 10‐azidotetrazolo[1,5‐a][1,10] phenanthroline. This asymmetric heterocyclic azide has been synthesized in four reaction steps in good yield and is well characterized via experimental methods. Thermal analysis shows that this compound is reasonably stable as an azide. The heterocycle shows fluorescent properties with a distinctive red shift of the emissions and excitation peaks. A single‐crystal XRD study shows that the molecule is planar and exhibits total molecular disorder with molecules in the crystal structure present in a major:minor conformation ratio of 0.91:0.09 and related by a 180° flip. In addition, quantum‐theoretical investigation suggests that such a product with one fused tetrazolo ring is the most stable one out of other alternatives. This molecule presents a relatively rare case of azido‐tetrazole tautomerism in 1.10‐phenanthroline.
{"title":"10‐Azidotetrazolo[1,5‐a][1,10] Phenanthroline: A Case of Azido‐tetrazole Behavior in 1,10‐Phenanthroline with Unusual Molecular Structure","authors":"Yong Qiang Wan , Shi Lin Zhang , Yang‐Yang Zhang , Zeng Yuan Li , Xinyi Shi , Prof. John F. Gallagher , Prof. Jun Li , Prof. Pavle Mocilac","doi":"10.1002/ajoc.202500592","DOIUrl":"10.1002/ajoc.202500592","url":null,"abstract":"<div><div>In our quest for novel An/Ln separating ligands, we have synthesized a heterocyclic precursor based on phenanthroline and identified it as 10‐azidotetrazolo[1,5‐a][1,10] phenanthroline. This asymmetric heterocyclic azide has been synthesized in four reaction steps in good yield and is well characterized via experimental methods. Thermal analysis shows that this compound is reasonably stable as an azide. The heterocycle shows fluorescent properties with a distinctive red shift of the emissions and excitation peaks. A single‐crystal XRD study shows that the molecule is planar and exhibits total molecular disorder with molecules in the crystal structure present in a major:minor conformation ratio of 0.91:0.09 and related by a 180° flip. In addition, quantum‐theoretical investigation suggests that such a product with one fused tetrazolo ring is the most stable one out of other alternatives. This molecule presents a relatively rare case of azido‐tetrazole tautomerism in 1.10‐phenanthroline.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e00592"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145501046","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}
Jiayi Luo , Shengbiao Yang , Bing Han , Yanshuo Liu , Jincheng Li , Ran Wang , Baochuan Guan , Chunhao Yuan
4‐Alkyl coumarins and 2‐alkyl quinolines exhibit significant biological activities. Connecting these two molecular frameworks via an alkyl chain represents a promising strategy for developing novel bioactive compounds. However, research in this area remains relatively limited. Recently, a Pd(0) π‐Lewis base‐catalyzed C─C coupling strategy has emerged as an efficient method for coupling such molecules. In this study, we report a palladium‐catalyzed cascade reaction involving intramolecular cyclization and intermolecular Michael addition between allenyl benzoxazinones and 3‐aroylcoumarins. The process initiates with the Pd‐mediated formation of η2‐Pd complexes from allenyl benzoxazinones, which subsequently undergo C─C coupling with 3‐aroylcoumarins, enabling efficient access to a diverse series of 4‐(quinolin‐2‐ylmethyl)coumarin derivatives.
{"title":"Palladium‐Catalyzed Cascade Intramolecular Cyclization/Intermolecular Michael Addition Reaction of Allenyl Benzoxazinones with 3‐Aroylcoumarins","authors":"Jiayi Luo , Shengbiao Yang , Bing Han , Yanshuo Liu , Jincheng Li , Ran Wang , Baochuan Guan , Chunhao Yuan","doi":"10.1002/ajoc.70202","DOIUrl":"10.1002/ajoc.70202","url":null,"abstract":"<div><div>4‐Alkyl coumarins and 2‐alkyl quinolines exhibit significant biological activities. Connecting these two molecular frameworks via an alkyl chain represents a promising strategy for developing novel bioactive compounds. However, research in this area remains relatively limited. Recently, a Pd(0) π‐Lewis base‐catalyzed C─C coupling strategy has emerged as an efficient method for coupling such molecules. In this study, we report a palladium‐catalyzed cascade reaction involving intramolecular cyclization and intermolecular Michael addition between allenyl benzoxazinones and 3‐aroylcoumarins. The process initiates with the Pd‐mediated formation of η<sup>2</sup>‐Pd complexes from allenyl benzoxazinones, which subsequently undergo C─C coupling with 3‐aroylcoumarins, enabling efficient access to a diverse series of 4‐(quinolin‐2‐ylmethyl)coumarin derivatives.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 11","pages":"Article e70202"},"PeriodicalIF":2.7,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145501110","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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