Jisna Jose, Diana Elizabeth Jose, Thomas V. Mathew
α‐amino ketones (α‐AKs) serve as valuable building blocks in synthetic and medicinal chemistry because they are found in many pharmaceuticals and molecules that are biologically active. Different catalytic strategies for their synthesis have been developed as a result of their structural diversity and functional versatility. This review offers a thorough summary of recent developments (2020–2025) in the catalytic synthesis of α‐AKs, emphasizing two main categories: enantioselective (chiral) and achiral methods. Chiral techniques, which offer high enantioselectivity and wide substrate scopes, include transition metal catalysis, organocatalysis, photoredox catalysis, and their combinations. Despite being simpler and more scalable, chiral strategies are useful for quickly building α‐AK scaffolds. With a focus on reaction design, mechanism, tolerance to functional groups, and synthetic utility, recent synthetic approaches are discussed. In addition to outlining the opportunities and challenges that lie ahead in extending the synthetic accessibility and application of these privileged molecular architectures, the review highlights the advancements that have been made in both fields.
{"title":"Advances in the Synthetic Approaches to α‐Amino Ketones: Scope, Mechanism, and Application","authors":"Jisna Jose, Diana Elizabeth Jose, Thomas V. Mathew","doi":"10.1002/ejoc.202501074","DOIUrl":"https://doi.org/10.1002/ejoc.202501074","url":null,"abstract":"α‐amino ketones (α‐AKs) serve as valuable building blocks in synthetic and medicinal chemistry because they are found in many pharmaceuticals and molecules that are biologically active. Different catalytic strategies for their synthesis have been developed as a result of their structural diversity and functional versatility. This review offers a thorough summary of recent developments (2020–2025) in the catalytic synthesis of α‐AKs, emphasizing two main categories: enantioselective (chiral) and achiral methods. Chiral techniques, which offer high enantioselectivity and wide substrate scopes, include transition metal catalysis, organocatalysis, photoredox catalysis, and their combinations. Despite being simpler and more scalable, chiral strategies are useful for quickly building α‐AK scaffolds. With a focus on reaction design, mechanism, tolerance to functional groups, and synthetic utility, recent synthetic approaches are discussed. In addition to outlining the opportunities and challenges that lie ahead in extending the synthetic accessibility and application of these privileged molecular architectures, the review highlights the advancements that have been made in both fields.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"15 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145897201","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Wen-Xin Zhou, Jing-Jing Tang, Ming-Wei Ji, Shu-Xian Li, Xiangwen Min, Ming-Ye Sun, Hao-Ran Wang, Ji-Ran Tian, Da-Yan Li, Xiang-Ting Min
This review highlights the expanding role of decarbonylation in modern organic chemistry. Inspired by nature's enzymatic pathways, aldehyde decarbonylation, which enables C−C bond cleavage with the release of carbon monoxide, has emerged as a powerful and versatile transformation in sustainable synthesis, complex molecule modification, and late-stage functionalization. Herein, we summarize recent advances (2021–2025) in both direct decarbonylation and decarbonylative functionalization of aldehydes, the two most significant classes of decarbonylation reactions. Special attention is given to cutting-edge developments in transition-metal catalysis, including Rh-, Ir-, Co-, Ni-, and Pd-based systems, as well as photocatalytic and metal-free protocols, which typically proceed through radical pathways and achieve high selectivity under mild conditions. By bridging classical catalytic methods with emerging radical-driven approaches, this review underscores the growing impact of decarbonylative chemistry in green synthesis, pharmaceutical innovation, and biomass valorization.
{"title":"Catalytic Decarbonylation of Aldehydes: Recent Advances and Future Perspectives","authors":"Wen-Xin Zhou, Jing-Jing Tang, Ming-Wei Ji, Shu-Xian Li, Xiangwen Min, Ming-Ye Sun, Hao-Ran Wang, Ji-Ran Tian, Da-Yan Li, Xiang-Ting Min","doi":"10.1002/ejoc.202501130","DOIUrl":"https://doi.org/10.1002/ejoc.202501130","url":null,"abstract":"This review highlights the expanding role of decarbonylation in modern organic chemistry. Inspired by nature's enzymatic pathways, aldehyde decarbonylation, which enables C−C bond cleavage with the release of carbon monoxide, has emerged as a powerful and versatile transformation in sustainable synthesis, complex molecule modification, and late-stage functionalization. Herein, we summarize recent advances (2021–2025) in both direct decarbonylation and decarbonylative functionalization of aldehydes, the two most significant classes of decarbonylation reactions. Special attention is given to cutting-edge developments in transition-metal catalysis, including Rh-, Ir-, Co-, Ni-, and Pd-based systems, as well as photocatalytic and metal-free protocols, which typically proceed through radical pathways and achieve high selectivity under mild conditions. By bridging classical catalytic methods with emerging radical-driven approaches, this review underscores the growing impact of decarbonylative chemistry in green synthesis, pharmaceutical innovation, and biomass valorization.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"18 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145895148","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Various unsymmetric bis(heteroaryl) selenides are synthesized by the rhodium‐catalyzed exchange reaction of heteroaryl fluorides and ethers with Se ‐heteroaryl 1‐adamatanecarboselenoates. The synthetic method is applicable to a broad range of five‐ and six‐membered heteroaryl derivatives, and provides compounds containing multiple heteroatoms. It is shown that the Se ‐heteroaryl selenoates are excellent heteroarylselenating reagents under rhodium catalysis compared with bis(heteroaryl) diselenides.
{"title":"Synthesis of Unsymmetric Bis(heteroaryl) Selenides by Rhodium‐Catalyzed Exchange Reaction of Heteroaryl Fluorides and Ethers Using Se ‐Heteroaryl Carboselenoates","authors":"Masana Yazaki, Wei Han, Ren Suzuki, Mieko Arisawa","doi":"10.1002/ejoc.202500444","DOIUrl":"https://doi.org/10.1002/ejoc.202500444","url":null,"abstract":"Various unsymmetric bis(heteroaryl) selenides are synthesized by the rhodium‐catalyzed exchange reaction of heteroaryl fluorides and ethers with <jats:italic>Se</jats:italic> ‐heteroaryl 1‐adamatanecarboselenoates. The synthetic method is applicable to a broad range of five‐ and six‐membered heteroaryl derivatives, and provides compounds containing multiple heteroatoms. It is shown that the <jats:italic>Se</jats:italic> ‐heteroaryl selenoates are excellent heteroarylselenating reagents under rhodium catalysis compared with bis(heteroaryl) diselenides.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"34 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847482","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pierre Hansjacob, Florian Audet, Mohamad Ali Ahmad, Clément Jacob, Pierre‐Georges Echeverria, Gwilherm Evano
A simple and efficient procedure for the deoxygenation of enolizable, activated ketones is reported. Upon activation as the corresponding vinyl mesylates, they are readily and easily reduced to the corresponding hydrocarbons using a particularly simple and reusable heterogeneous catalyst, palladium on carbon, under pressure of hydrogen in water, using only 10% of THF as cosolvent. A range of ketones can be readily deoxygenated using this user‐friendly procedure, while its synthetic potential is highlighted in a total synthesis of tanikolide in which the use of this sequence allows performing the removal of a ketone using a considerably shorter sequence compared to a previously reported procedure. As an added bonus, the intermediate vinyl mesylates are shown to be remarkably stable and easy to handle compared to the corresponding tosylates and triflates.
{"title":"A Simple and Efficient Procedure for the Deoxygenation of Ketones via a Palladium‐Catalyzed Reduction of Vinyl Mesylates","authors":"Pierre Hansjacob, Florian Audet, Mohamad Ali Ahmad, Clément Jacob, Pierre‐Georges Echeverria, Gwilherm Evano","doi":"10.1002/ejoc.202501059","DOIUrl":"https://doi.org/10.1002/ejoc.202501059","url":null,"abstract":"A simple and efficient procedure for the deoxygenation of enolizable, activated ketones is reported. Upon activation as the corresponding vinyl mesylates, they are readily and easily reduced to the corresponding hydrocarbons using a particularly simple and reusable heterogeneous catalyst, palladium on carbon, under pressure of hydrogen in water, using only 10% of THF as cosolvent. A range of ketones can be readily deoxygenated using this user‐friendly procedure, while its synthetic potential is highlighted in a total synthesis of tanikolide in which the use of this sequence allows performing the removal of a ketone using a considerably shorter sequence compared to a previously reported procedure. As an added bonus, the intermediate vinyl mesylates are shown to be remarkably stable and easy to handle compared to the corresponding tosylates and triflates.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"24 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847484","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Reina Kusuki, Tai Kaneshima, Takao Myoda, Satoshi Nojima, Ryo Katsuta, Ken Ishigami, Shinnosuke Wakamori
Ellagitannins are polyphenolic compounds that have been widely studied owing to their abundance in natural sources. However, challenges, such as identifying specific reactive hydroxy groups and mitigating oligomer formation at active sites, complicate efforts to enhance their biological activity. In this study, we designed, synthesized, and characterized partially capped and nonnatural molecules of C ‐glycosidic ellagitannins. A unified synthetic method enabled the incorporation of various functional groups into the open‐chain glucose moiety, yielding a series of analogs based on a common C ‐glycosidic ellagitannin core. The antioxidant activities of these analogs were found to depend on their chemical structures. This strategy offers a promising route for the development of ellagitannins with novel functions or enhanced biological activities, thereby addressing the long‐standing challenges in polyphenol research.
{"title":"Design, Synthesis, and Antioxidative Activity of Natural and Nonnatural Casuarinin Analogs","authors":"Reina Kusuki, Tai Kaneshima, Takao Myoda, Satoshi Nojima, Ryo Katsuta, Ken Ishigami, Shinnosuke Wakamori","doi":"10.1002/ejoc.202501118","DOIUrl":"https://doi.org/10.1002/ejoc.202501118","url":null,"abstract":"Ellagitannins are polyphenolic compounds that have been widely studied owing to their abundance in natural sources. However, challenges, such as identifying specific reactive hydroxy groups and mitigating oligomer formation at active sites, complicate efforts to enhance their biological activity. In this study, we designed, synthesized, and characterized partially capped and nonnatural molecules of <jats:italic>C</jats:italic> ‐glycosidic ellagitannins. A unified synthetic method enabled the incorporation of various functional groups into the open‐chain glucose moiety, yielding a series of analogs based on a common <jats:italic>C</jats:italic> ‐glycosidic ellagitannin core. The antioxidant activities of these analogs were found to depend on their chemical structures. This strategy offers a promising route for the development of ellagitannins with novel functions or enhanced biological activities, thereby addressing the long‐standing challenges in polyphenol research.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"35 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847483","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The strategic incorporation of α‐chiral centers into carbonyl bioisosteres is a powerful approach for improving the physicochemical and pharmacological profiles of drug candidates. This review summarizes recent advances in the catalytic asymmetric synthesis of vicinal chiral carbonyl bioisosteres, focusing on difluoromethylene, gem‐difluoroalkene, and oxetane motifs. We highlight transition‐metal and organocatalyzed methodologies that achieve high stereocontrol and broad functional group tolerance. Representative examples are analyzed to illustrate key mechanistic pathways, stereochemical models, and applications in late‐stage functionalization. While significant progress has been made, we also discuss persistent challenges regarding generality, efficiency, and mechanistic understanding. Finally, we outline future research directions to guide the rational design of catalytic systems and novel molecular scaffolds, thereby accelerating the discovery of high‐performance pharmaceuticals based on chiral bioisosteres.
{"title":"Catalytic Asymmetric Synthesis of Vicinal Chiral Carbonyl Bioisosteres","authors":"Mingshuai Zhang, Meihong Luo, Hongyu Wang","doi":"10.1002/ejoc.202501098","DOIUrl":"https://doi.org/10.1002/ejoc.202501098","url":null,"abstract":"The strategic incorporation of α‐chiral centers into carbonyl bioisosteres is a powerful approach for improving the physicochemical and pharmacological profiles of drug candidates. This review summarizes recent advances in the catalytic asymmetric synthesis of vicinal chiral carbonyl bioisosteres, focusing on difluoromethylene, gem‐difluoroalkene, and oxetane motifs. We highlight transition‐metal and organocatalyzed methodologies that achieve high stereocontrol and broad functional group tolerance. Representative examples are analyzed to illustrate key mechanistic pathways, stereochemical models, and applications in late‐stage functionalization. While significant progress has been made, we also discuss persistent challenges regarding generality, efficiency, and mechanistic understanding. Finally, we outline future research directions to guide the rational design of catalytic systems and novel molecular scaffolds, thereby accelerating the discovery of high‐performance pharmaceuticals based on chiral bioisosteres.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"48 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145829866","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chayan Kumar Kundu, Ankan Das, Pallav Sharma, Sreenivas Katukojvala
Herein, we report a Rh(II)‐catalyzed double [4 + 2] benzannulation of diazoenals with 2,2′‐dipyrromethanes, providing direct access to biologically relevant 2,2′‐bis(indolyl)methanes. The transformation proceeds through an in situ generated Rh‐enalcarbenoid intermediate that serves as a 4[C] synthon, enabling regioselective C2‐functionalization of the pyrrole ring followed by intramolecular cyclization. This strategy represents the first example of 2,2′‐bis(indolyl)methanes synthesis that does not rely on indole precursors. By exploiting the unique reactivity of Rh‐enalcarbenoids, this methodology expands the synthetic toolbox for constructing indole‐based heterocyclic frameworks with potential applications in medicinal chemistry. The synthetic importance of double [4 + 2] benzannulation has been demonstrated by the one‐step synthesis of the biologically relevant 2,2′‐bis(indolyl)methane scaffold.
{"title":"Diazoenals as 4[C]‐Reagents Toward Direct Synthesis of 2,2′‐Bis(indolyl)methanes From 2,2′‐Dipyrromethanes","authors":"Chayan Kumar Kundu, Ankan Das, Pallav Sharma, Sreenivas Katukojvala","doi":"10.1002/ejoc.202501045","DOIUrl":"https://doi.org/10.1002/ejoc.202501045","url":null,"abstract":"Herein, we report a Rh(II)‐catalyzed double [4 + 2] benzannulation of diazoenals with 2,2′‐dipyrromethanes, providing direct access to biologically relevant 2,2′‐bis(indolyl)methanes. The transformation proceeds through an in situ generated Rh‐enalcarbenoid intermediate that serves as a 4[C] synthon, enabling regioselective C2‐functionalization of the pyrrole ring followed by intramolecular cyclization. This strategy represents the first example of 2,2′‐bis(indolyl)methanes synthesis that does not rely on indole precursors. By exploiting the unique reactivity of Rh‐enalcarbenoids, this methodology expands the synthetic toolbox for constructing indole‐based heterocyclic frameworks with potential applications in medicinal chemistry. The synthetic importance of double [4 + 2] benzannulation has been demonstrated by the one‐step synthesis of the biologically relevant 2,2′‐bis(indolyl)methane scaffold.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"25 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145829865","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Akira Yoshimura, Scott M. Larson, Mekhman S. Yusubov, Alexander V. Lyulyaev, Gregory T. Rohde, Tatuya Suzuki, Akiharu Ueki, Akio Saito, Viktor V. Zhdankin
The previously unknown meta ‐hydroxy‐substituted aryliodonium salts were prepared by a two‐step one‐pot synthesis based on the reaction of 3‐acetoxy‐1‐[(diacetoxy)iodo]arenes with arylboronic acids, involving the initial formation of 3‐acetoxyphenyl(phenyl)iodonium salts and followed by deacetylation of the intermediate product in the presence of trifluoromethanesulfonic acid. The procedure works well with halogen‐, methyl‐, methoxycarbonyl‐, or methoxy‐substituted arylboronic acids as well as naphthalenylboronic acids, phenanthren‐9‐ylboronic acid, and thiophen‐3‐ylboronic acid. The structure of 3‐hydroxyphenyl(phenyl)iodonium triflate was confirmed by single‐crystal X‐ray crystallography.
{"title":"Preparation and Structure of Meta ‐Hydroxy‐Substituted Aryliodonium Salts: New Structural Type of Phenol‐Derived Hypervalent Iodine Compounds","authors":"Akira Yoshimura, Scott M. Larson, Mekhman S. Yusubov, Alexander V. Lyulyaev, Gregory T. Rohde, Tatuya Suzuki, Akiharu Ueki, Akio Saito, Viktor V. Zhdankin","doi":"10.1002/ejoc.202501154","DOIUrl":"https://doi.org/10.1002/ejoc.202501154","url":null,"abstract":"The previously unknown <jats:italic>meta</jats:italic> ‐hydroxy‐substituted aryliodonium salts were prepared by a two‐step one‐pot synthesis based on the reaction of 3‐acetoxy‐1‐[(diacetoxy)iodo]arenes with arylboronic acids, involving the initial formation of 3‐acetoxyphenyl(phenyl)iodonium salts and followed by deacetylation of the intermediate product in the presence of trifluoromethanesulfonic acid. The procedure works well with halogen‐, methyl‐, methoxycarbonyl‐, or methoxy‐substituted arylboronic acids as well as naphthalenylboronic acids, phenanthren‐9‐ylboronic acid, and thiophen‐3‐ylboronic acid. The structure of 3‐hydroxyphenyl(phenyl)iodonium triflate was confirmed by single‐crystal X‐ray crystallography.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"34 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145829867","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Leandros P. Zorba, Riku Saito, Sayan Dutta, Savvas G. Chalkidis, Georgios C. Vougioukalakis, Luigi Cavallo, Steven P. Nolan
Herein we describe our findings dealing with the activation of the Au–Cl bond in [Au(L)Cl] complexes with several additives. We have probed several additives for their ability to promote the activation of the Au–Cl bond, in a prototypical cationic Au(I)‐mediated reaction, namely the cyclization/cycloisomerization of propargylamides. Phenol was found to be an efficient additive, successfully promoting the activation of the gold precatalysts, and the progression of the reaction, under mild conditions. Further studies on the reactivity of several substrates and the kinetic profile of the reaction provide valuable insight to the phenol‐mediated activation of Au–Cl bond and its catalytic competence. Density functional theory calculations provided additional details regarding the effect of the studied additives.
{"title":"The Activation of the Precatalyst Au–Cl Bond in the Cycloisomerization of Propargylamides: The Role of Hydrogen Bonding","authors":"Leandros P. Zorba, Riku Saito, Sayan Dutta, Savvas G. Chalkidis, Georgios C. Vougioukalakis, Luigi Cavallo, Steven P. Nolan","doi":"10.1002/ejoc.202501109","DOIUrl":"https://doi.org/10.1002/ejoc.202501109","url":null,"abstract":"Herein we describe our findings dealing with the activation of the Au–Cl bond in [Au(L)Cl] complexes with several additives. We have probed several additives for their ability to promote the activation of the Au–Cl bond, in a prototypical cationic Au(I)‐mediated reaction, namely the cyclization/cycloisomerization of propargylamides. Phenol was found to be an efficient additive, successfully promoting the activation of the gold precatalysts, and the progression of the reaction, under mild conditions. Further studies on the reactivity of several substrates and the kinetic profile of the reaction provide valuable insight to the phenol‐mediated activation of Au–Cl bond and its catalytic competence. Density functional theory calculations provided additional details regarding the effect of the studied additives.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145829864","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Nicolas Charalambous, Carina Schleidt, Rongfang Liu, Laura H. Heitman, Sergio Dall’Angelo, David O’Hagan, Phillip T. Lowe
New agonists of the A 2A receptor are reported with 18 F‐labelling potential for positron emission tomography (PET). These were designed by exploiting common binding interactions of substrates for the fluorinase and agonists of the human A 2A adenosine receptor. Target compounds were structurally inspired by the selective A 2A receptor agonist CGS21680 . The new agonists were synthesised and their affinities for the human A 2A receptor evaluated through radioligand displacement assays. 18 F‐Labelled analogues of the new agonists for potential PET radiotracer applications are now accessible through last‐step radiosynthesis using the fluorinase enzyme and [ 18 F]fluoride.
{"title":"A 2A Adenosine Receptor Agonists With Last‐Step Enzymatic 18 F‐Labelling Potential (Fluorinase) for Positron Emission Tomography (PET)","authors":"Nicolas Charalambous, Carina Schleidt, Rongfang Liu, Laura H. Heitman, Sergio Dall’Angelo, David O’Hagan, Phillip T. Lowe","doi":"10.1002/ejoc.202501125","DOIUrl":"https://doi.org/10.1002/ejoc.202501125","url":null,"abstract":"New agonists of the A <jats:sub>2A</jats:sub> receptor are reported with <jats:sup>18</jats:sup> F‐labelling potential for positron emission tomography (PET). These were designed by exploiting common binding interactions of substrates for the fluorinase and agonists of the human A <jats:sub>2A</jats:sub> adenosine receptor. Target compounds were structurally inspired by the selective A <jats:sub>2A</jats:sub> receptor agonist CGS21680 . The new agonists were synthesised and their affinities for the human A <jats:sub>2A</jats:sub> receptor evaluated through radioligand displacement assays. <jats:sup>18</jats:sup> F‐Labelled analogues of the new agonists for potential PET radiotracer applications are now accessible through last‐step radiosynthesis using the fluorinase enzyme and [ <jats:sup>18</jats:sup> F]fluoride.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"172 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2025-12-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145829899","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
京公网安备 11010802042870号
京ICP备2023020795号-1
扫码关注我们
求助内容：
应助结果提醒方式：